Oaklands Guest House
From
US$156
/ night
Select dates to see prices and availability
From
US$156
/ night
About this property
Enjoy the recreation opportunities such as an outdoor tennis court or make use of other amenities including complimentary wireless internet access.
Amenities
Enjoy the recreation opportunities such as an outdoor tennis court or make use of other amenities including complimentary wireless internet access.
Business amenities
Free self parking is available onsite.
Dining
Wrap up your day with a drink at the bar/lounge.
Rooms
Make yourself at home in one of the 9 guestrooms.
Location
With a stay at Oaklands Guest House in Weymouth (Weymouth Town Center), you'll be within a 5-minute drive of Weymouth Beach and Greenhill Beach. This guesthouse is 13.9 mi (22.3 km) from Durdle Door and 0.3 mi (0.6 km) from Weymouth Bay.
What's nearby
Weymouth Bay(0.3 Miles)
Greenhill Beach(0.4 Miles)
Lodmoor Country Park(0.5 Miles)
Jubilee Clock Tower of Weymouth(0.6 Miles)
Weymouth Marina(0.7 Miles)
Preston Beach(0.7 Miles)
Weymouth Harbour(0.7 Miles)
Sandworld(0.8 Miles)
Radipole Lake Nature Reserve(0.8 Miles)
Cineworld Weymouth(0.9 Miles)
Pirate Adventure Mini Golf(0.9 Miles)
Weymouth Ferry Terminal(1.1 Miles)
Weymouth Beach Dog Area(1.1 Miles)
Weymouth Pavilion(1.1 Miles)
SEA LIFE Centre Weymouth(1.1 Miles)
The nearest major airport is Bournemouth (BOH-Bournemouth Intl.)(37.8 Miles)
Parking
Non-smoking rooms
Tennis courts
Housekeeping
Scuba diving
Windsurfing
Location
1 Glendinning Avenue, England, United Kingdom
Weymouth Bay (0.3 Miles)
Greenhill Beach (0.4 Miles)
Lodmoor Country Park (0.5 Miles)
Jubilee Clock Tower of Weymouth (0.6 Miles)
Weymouth Marina (0.7 Miles)
Preston Beach (0.7 Miles)
Room options
5
Luxury Double Room, Ensuite, Garden View (Room 5 King 1St Floor)
Room details
1 Extra-Large Double Bed
Sleeps 2
183 ft²
HeatingWi-Fi (Free)Refrigerator
7
Superior Double Room, Ensuite (Room 6 King 1St Floor)
Room details
1 Extra-Large Double Bed
Sleeps 2
215 ft²
HeatingWi-Fi (Free)Refrigerator
4
Double Room, Ensuite (Room 9 King 2Nd Floor)
Room details
1 Extra-Large Double Bed
Sleeps 2
183 ft²
Private BathroomTV
8
Double Room, Ensuite (Room 2 King Ground Gloor)
Room details
1 Extra-Large Double Bed
Sleeps 2
237 ft²
Private BathroomTV
4
Standard Double Room, Ensuite (Room 4 King 1St Floor)
Room details
1 Extra-Large Double Bed
Sleeps 2
183 ft²
HeatingWi-Fi (Free)Refrigerator
5
Double Room, Ensuite (Room 3 King 1St Floor)
Room details
1 Extra-Large Double Bed
Sleeps 2
183 ft²
Private BathroomTV
3
Double Room, Ensuite (Room 10 2Nd Floor)
Room details
1 Double Bed
Sleeps 2
183 ft²
Private BathroomTV
6
Suite, Ensuite (2Nd Floor King)
Room details
1 Extra-Large Double Bed
Sleeps 2
248 ft²
Private BathroomTV
4
Comfort Double Room, Ensuite (Room 7 2Nd Floor)
Room details
1 Double Bed
Sleeps 2
161 ft²
HeatingWi-Fi (Free)Refrigerator
Guest reviews of Oaklands Guest House
9.8
Exceptional
Based on 383 verified reviews
Who stays here?
Couple
100%
What guests think
AI-generated summary based on recent guest reviews
At Oaklands Guest House, guests consistently highlight warm, attentive hosting and excellent cooked to order breakfasts, alongside comfortable, well appointed rooms with a boutique feel and high standards of cleanliness throughout.
Read moreWas this helpful?
What guests think
At Oaklands Guest House, guests consistently highlight warm, attentive hosting and excellent cooked to order breakfasts, alongside comfortable, well appointed rooms with a boutique feel and high standards of cleanliness throughout.
Many reviews praise the quiet yet convenient location, walkable to the beach, harbour and town, with parking provided. Guests also appreciate a comfortable lounge and common areas, including an honesty bar. Expect a welcoming, high quality B&B experience.
Was this helpful?
AI-generated summary based on recent guest reviews
Facilities
Guests mention provided parking and appreciate the lounge/common areas, including an honesty bar.
Related guest reviews
10
Laura
24 Aug 2025
·
Stayed 2 nights
The breakfasts were amazing, the room clean and bed extremely comfortable. Our hosts were very helpful and friendly. We were held up til late getting there, so it was great that we could let ourselves in. Then to find the trust bar open and be able to fix ourselves a drink after our long journey was just perfect. Thank you!
The breakfasts were amazing, the room clean and bed extremely comfortable. Our hosts were very helpful and friendly. We were held up til late getting there, so it was great that we could let ourselves in. Then to find the trust bar open and be able to fix ourselves a drink after our long journey was just perfect. Thank you!
10
Colin
11 Jun 2023
·
Stayed 2 nights
Excellent all round. Lovely furnishings. Comfortable beds. Great breakfast with extensive choices. Lounge with honesty bar. Tim and Theresa are lovely hosts..
Excellent all round. Lovely furnishings. Comfortable beds. Great breakfast with extensive choices. Lounge with honesty bar. Tim and Theresa are lovely hosts..
10
David
14 Apr 2025
·
Stayed 3 nights
Very convenient parking, close to the station, great breakfast, and useful common areas when needed.
Very convenient parking, close to the station, great breakfast, and useful common areas when needed.
10
Peter
8 Jul 2025
·
Stayed 2 nights
An excellent Guest House run by Tim & Theresa and one of the best we have stayed in. They only cater for breakfast which we knew about and the breakfast was really exceptional. About 5 minutes from the beach and parkink was provided. Would recommend this place to anyone.
An excellent Guest House run by Tim & Theresa and one of the best we have stayed in. They only cater for breakfast which we knew about and the breakfast was really exceptional. About 5 minutes from the beach and parkink was provided. Would recommend this place to anyone.
10
Angela
11 Jul 2025
·
Stayed 2 nights
Loved the quirky decoration which fitted well with the house. The hosts were very welcoming, the room spotless and the range of items for breakfast was great, if I were being really picky croissants would be great too. We didn’t use it but the honesty bar was a great thing too, and just a short walk to the sea front. If we go back to Weymouth, I would definitely book here again.
Loved the quirky decoration which fitted well with the house. The hosts were very welcoming, the room spotless and the range of items for breakfast was great, if I were being really picky croissants would be great too. We didn’t use it but the honesty bar was a great thing too, and just a short walk to the sea front. If we go back to Weymouth, I would definitely book here again.
10
Robert
16 Jul 2025
·
Stayed 2 nights
A very nice guest house, ideally situated, good parking and a very nice breakfast
A very nice guest house, ideally situated, good parking and a very nice breakfast
Was this helpful?
AI-generated summary based on recent guest reviews
Cleanliness
Reviews consistently describe the property and rooms as spotlessly clean and well maintained.
Related guest reviews
10
Rob
22 Aug 2025
·
Stayed 5 nights
Really nice place to stay , very clean rooms and wonderful hosts and staff
Really nice place to stay , very clean rooms and wonderful hosts and staff
10
Carl
21 Oct 2024
·
Stayed 3 nights
Fantastic place to stay! Very clean and well maintained period property with an interesting history! Our room was also very clean, with a good shower in the en-suite bathroom. There are good tea/coffee making facilities in the room, even a mini-fridge for keeping everything fresh. Everything was replenished daily, even the lovely selection of biscuits! Breakfast was superb and all included in the price. There was good selection of fruit, yogurt and serials plus a fantastic full English breakfast or special of the day to choose from… all done with eggs however you want them! The Eggs Benedict with salmon (eggs royal) was fabulous! The hosts Tim and Teresa, and the staff, were very friendly and welcoming throughout, which helped make our holiday in Weymouth a wonderful and memorable one! We will definitely be visiting again!
Fantastic place to stay! Very clean and well maintained period property with an interesting history! Our room was also very clean, with a good shower in the en-suite bathroom. There are good tea/coffee making facilities in the room, even a mini-fridge for keeping everything fresh. Everything was replenished daily, even the lovely selection of biscuits! Breakfast was superb and all included in the price. There was good selection of fruit, yogurt and serials plus a fantastic full English breakfast or special of the day to choose from… all done with eggs however you want them! The Eggs Benedict with salmon (eggs royal) was fabulous! The hosts Tim and Teresa, and the staff, were very friendly and welcoming throughout, which helped make our holiday in Weymouth a wonderful and memorable one! We will definitely be visiting again!
10
Julia
20 Aug 2025
·
Stayed 2 nights
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
10
Elizabeth
11 Sept 2025
·
Stayed 2 nights
Lovely clean room. Staff/owners so welcoming. Breakfast excellent. Great location.
Lovely clean room. Staff/owners so welcoming. Breakfast excellent. Great location.
10
Angela
11 Jul 2025
·
Stayed 2 nights
Loved the quirky decoration which fitted well with the house. The hosts were very welcoming, the room spotless and the range of items for breakfast was great, if I were being really picky croissants would be great too. We didn’t use it but the honesty bar was a great thing too, and just a short walk to the sea front. If we go back to Weymouth, I would definitely book here again.
Loved the quirky decoration which fitted well with the house. The hosts were very welcoming, the room spotless and the range of items for breakfast was great, if I were being really picky croissants would be great too. We didn’t use it but the honesty bar was a great thing too, and just a short walk to the sea front. If we go back to Weymouth, I would definitely book here again.
10
Nm
6 Aug 2023
·
Stayed 2 nights
Oakland's guest house is the nicest B and B we have ever stayed in. From the minute you walk through the front door you are welcomed by Tim and Teresa who are extremely friendly. The room we stayed in was spacious, very clean and very well decorated. We were provided tea and coffee making facilities, fresh milk and drinking water in the mini fridge in our room. The toilet and ensuite rooms were also tastefully decorated. The breakfast was excellent with lots of choices including full English, fruit,cerials,fruit juices,toast and tea and coffee. It was a good location, close to the sea front, without the disadvantage of not being disturbed by the noise of a busy esplanade. Nothing was too much for our hosts and we would definitely recommended Oaklands B and B to anyone who wanted that little bit extra and more from a B and B. 10 out if 10. Thankyou Tim and Teresa.
Oakland's guest house is the nicest B and B we have ever stayed in. From the minute you walk through the front door you are welcomed by Tim and Teresa who are extremely friendly. The room we stayed in was spacious, very clean and very well decorated. We were provided tea and coffee making facilities, fresh milk and drinking water in the mini fridge in our room. The toilet and ensuite rooms were also tastefully decorated. The breakfast was excellent with lots of choices including full English, fruit,cerials,fruit juices,toast and tea and coffee. It was a good location, close to the sea front, without the disadvantage of not being disturbed by the noise of a busy esplanade. Nothing was too much for our hosts and we would definitely recommended Oaklands B and B to anyone who wanted that little bit extra and more from a B and B. 10 out if 10. Thankyou Tim and Teresa.
10
Janet
15 Aug 2025
·
Stayed 4 nights
Booked about 12 months ago for a short summer stay. What a find! Clean, comfortable and welcoming. Tim and Teresa are great hosts. Fabulous breakfasts catering for all tastes. Would definitely book again.
Booked about 12 months ago for a short summer stay. What a find! Clean, comfortable and welcoming. Tim and Teresa are great hosts. Fabulous breakfasts catering for all tastes. Would definitely book again.
10
Julie
18 Jun 2022
·
Stayed 3 nights
All the little finishing touches. Very clean & comfortable. Unique furniture. Proper boutique feel. Preserved the original features of the building when renovating the property. Super service all round. Will return & will recommend to friends.
All the little finishing touches. Very clean & comfortable. Unique furniture. Proper boutique feel. Preserved the original features of the building when renovating the property. Super service all round. Will return & will recommend to friends.
10
Robert
16 Jul 2025
·
Stayed 2 nights
A very nice guest house, ideally situated, good parking and a very nice breakfast
A very nice guest house, ideally situated, good parking and a very nice breakfast
10
Arleta
1 Oct 2023
·
Stayed 2 nights
Oaklands is an absolute gem in Weymouth! - clean and spotless - attentive and friendly owners - delicious breakfast - quiet location - close to the beach, shops, restaurants and other attractions Highly recommend!!!
Oaklands is an absolute gem in Weymouth! - clean and spotless - attentive and friendly owners - delicious breakfast - quiet location - close to the beach, shops, restaurants and other attractions Highly recommend!!!
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AI-generated summary based on recent guest reviews
Rooms
Rooms are comfortable with boutique decor and quality fittings; several are spacious. Amenities like mini fridges and hospitality trays are appreciated, and showers and beds receive positive feedback.
Related guest reviews
10
Mary
8 Sept 2024
·
Stayed 2 nights
We enjoyed our stay at Oaklands. Tim and Teresa were very friendly and helpful. The breakfasts were delicious, the room was comfortable and had everything we needed. We came for the seafood festival and we could walk to the seafront for the festival and other amenities.
We enjoyed our stay at Oaklands. Tim and Teresa were very friendly and helpful. The breakfasts were delicious, the room was comfortable and had everything we needed. We came for the seafood festival and we could walk to the seafront for the festival and other amenities.
10
paul
15 Aug 2025
·
Stayed 4 nights
Oakland was a beautiful Guesthouse. Lovely decor and very clean. Breakfast was excellent and Tim & Teresa catered for all our needs. Also tea/coffee facility in the room with biscuits, nice touch fresh milk provided (plus small fridge and free water every day) 5 mins to the beach and 15 mins to the harbour. Will definitely be staying again.
Oakland was a beautiful Guesthouse. Lovely decor and very clean. Breakfast was excellent and Tim & Teresa catered for all our needs. Also tea/coffee facility in the room with biscuits, nice touch fresh milk provided (plus small fridge and free water every day) 5 mins to the beach and 15 mins to the harbour. Will definitely be staying again.
10
Carl
21 Oct 2024
·
Stayed 3 nights
Fantastic place to stay! Very clean and well maintained period property with an interesting history! Our room was also very clean, with a good shower in the en-suite bathroom. There are good tea/coffee making facilities in the room, even a mini-fridge for keeping everything fresh. Everything was replenished daily, even the lovely selection of biscuits! Breakfast was superb and all included in the price. There was good selection of fruit, yogurt and serials plus a fantastic full English breakfast or special of the day to choose from… all done with eggs however you want them! The Eggs Benedict with salmon (eggs royal) was fabulous! The hosts Tim and Teresa, and the staff, were very friendly and welcoming throughout, which helped make our holiday in Weymouth a wonderful and memorable one! We will definitely be visiting again!
Fantastic place to stay! Very clean and well maintained period property with an interesting history! Our room was also very clean, with a good shower in the en-suite bathroom. There are good tea/coffee making facilities in the room, even a mini-fridge for keeping everything fresh. Everything was replenished daily, even the lovely selection of biscuits! Breakfast was superb and all included in the price. There was good selection of fruit, yogurt and serials plus a fantastic full English breakfast or special of the day to choose from… all done with eggs however you want them! The Eggs Benedict with salmon (eggs royal) was fabulous! The hosts Tim and Teresa, and the staff, were very friendly and welcoming throughout, which helped make our holiday in Weymouth a wonderful and memorable one! We will definitely be visiting again!
10
N
24 Mar 2024
·
Stayed 2 nights
Stayed two nights over the weekend and would 100% recommend Oaklands Guesthouse to everyone thinking of booking a trip. We got a lovely welcome from the owners, Tim and Teresa, when we arrived and they had already sent a courtesy text earlier in the day, before we had set out, to let us know our room was ready for check in. The building and our room were really lovely and had a boutique hotel feel to it. There has clearly been a lot of hard work put in to making this a stunning place to stay. A short 10 minute walk and you are right on the seafront, so this was a perfect location for easy access to the heart of Weymouth and the beach. Breakfast was excellent with the usual cereal, fruit, juices along with a full English or a special of the day. The food was beautifully presented and of a really high quality, especially the cooked breakfasts. Don't be confused by this being called a guesthouse, it is much more than that and if we are ever back in Weymouth this will be where we will want to stay.
Stayed two nights over the weekend and would 100% recommend Oaklands Guesthouse to everyone thinking of booking a trip. We got a lovely welcome from the owners, Tim and Teresa, when we arrived and they had already sent a courtesy text earlier in the day, before we had set out, to let us know our room was ready for check in. The building and our room were really lovely and had a boutique hotel feel to it. There has clearly been a lot of hard work put in to making this a stunning place to stay. A short 10 minute walk and you are right on the seafront, so this was a perfect location for easy access to the heart of Weymouth and the beach. Breakfast was excellent with the usual cereal, fruit, juices along with a full English or a special of the day. The food was beautifully presented and of a really high quality, especially the cooked breakfasts. Don't be confused by this being called a guesthouse, it is much more than that and if we are ever back in Weymouth this will be where we will want to stay.
10
Colin
11 Jun 2023
·
Stayed 2 nights
Excellent all round. Lovely furnishings. Comfortable beds. Great breakfast with extensive choices. Lounge with honesty bar. Tim and Theresa are lovely hosts..
Excellent all round. Lovely furnishings. Comfortable beds. Great breakfast with extensive choices. Lounge with honesty bar. Tim and Theresa are lovely hosts..
10
Julia
20 Aug 2025
·
Stayed 2 nights
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
10
Nm
6 Aug 2023
·
Stayed 2 nights
Oakland's guest house is the nicest B and B we have ever stayed in. From the minute you walk through the front door you are welcomed by Tim and Teresa who are extremely friendly. The room we stayed in was spacious, very clean and very well decorated. We were provided tea and coffee making facilities, fresh milk and drinking water in the mini fridge in our room. The toilet and ensuite rooms were also tastefully decorated. The breakfast was excellent with lots of choices including full English, fruit,cerials,fruit juices,toast and tea and coffee. It was a good location, close to the sea front, without the disadvantage of not being disturbed by the noise of a busy esplanade. Nothing was too much for our hosts and we would definitely recommended Oaklands B and B to anyone who wanted that little bit extra and more from a B and B. 10 out if 10. Thankyou Tim and Teresa.
Oakland's guest house is the nicest B and B we have ever stayed in. From the minute you walk through the front door you are welcomed by Tim and Teresa who are extremely friendly. The room we stayed in was spacious, very clean and very well decorated. We were provided tea and coffee making facilities, fresh milk and drinking water in the mini fridge in our room. The toilet and ensuite rooms were also tastefully decorated. The breakfast was excellent with lots of choices including full English, fruit,cerials,fruit juices,toast and tea and coffee. It was a good location, close to the sea front, without the disadvantage of not being disturbed by the noise of a busy esplanade. Nothing was too much for our hosts and we would definitely recommended Oaklands B and B to anyone who wanted that little bit extra and more from a B and B. 10 out if 10. Thankyou Tim and Teresa.
10
Julie
18 Jun 2022
·
Stayed 3 nights
All the little finishing touches. Very clean & comfortable. Unique furniture. Proper boutique feel. Preserved the original features of the building when renovating the property. Super service all round. Will return & will recommend to friends.
All the little finishing touches. Very clean & comfortable. Unique furniture. Proper boutique feel. Preserved the original features of the building when renovating the property. Super service all round. Will return & will recommend to friends.
10
John
13 Oct 2024
·
Stayed 2 nights
Guesthouse was perfect. Lovely room with every detail catered for. Breakfast was delicious and high quality both days. Thank you!
Guesthouse was perfect. Lovely room with every detail catered for. Breakfast was delicious and high quality both days. Thank you!
10
Peter
8 Aug 2024
·
Stayed 3 nights
Amazing service, beautiful building, good location and large room.
Amazing service, beautiful building, good location and large room.
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AI-generated summary based on recent guest reviews
Service
Hosts Tim and Teresa are widely praised as welcoming, helpful and attentive. Special requests and dietary needs are handled with care, and several guests mention useful local dining recommendations.
Related guest reviews
10
Jeremy
27 Jul 2023
·
Stayed 2 nights
Excellent breakfasts. Very useful advice on local restaurants.
Excellent breakfasts. Very useful advice on local restaurants.
10
Laura
24 Aug 2025
·
Stayed 2 nights
The breakfasts were amazing, the room clean and bed extremely comfortable. Our hosts were very helpful and friendly. We were held up til late getting there, so it was great that we could let ourselves in. Then to find the trust bar open and be able to fix ourselves a drink after our long journey was just perfect. Thank you!
The breakfasts were amazing, the room clean and bed extremely comfortable. Our hosts were very helpful and friendly. We were held up til late getting there, so it was great that we could let ourselves in. Then to find the trust bar open and be able to fix ourselves a drink after our long journey was just perfect. Thank you!
10
N
24 Mar 2024
·
Stayed 2 nights
Stayed two nights over the weekend and would 100% recommend Oaklands Guesthouse to everyone thinking of booking a trip. We got a lovely welcome from the owners, Tim and Teresa, when we arrived and they had already sent a courtesy text earlier in the day, before we had set out, to let us know our room was ready for check in. The building and our room were really lovely and had a boutique hotel feel to it. There has clearly been a lot of hard work put in to making this a stunning place to stay. A short 10 minute walk and you are right on the seafront, so this was a perfect location for easy access to the heart of Weymouth and the beach. Breakfast was excellent with the usual cereal, fruit, juices along with a full English or a special of the day. The food was beautifully presented and of a really high quality, especially the cooked breakfasts. Don't be confused by this being called a guesthouse, it is much more than that and if we are ever back in Weymouth this will be where we will want to stay.
Stayed two nights over the weekend and would 100% recommend Oaklands Guesthouse to everyone thinking of booking a trip. We got a lovely welcome from the owners, Tim and Teresa, when we arrived and they had already sent a courtesy text earlier in the day, before we had set out, to let us know our room was ready for check in. The building and our room were really lovely and had a boutique hotel feel to it. There has clearly been a lot of hard work put in to making this a stunning place to stay. A short 10 minute walk and you are right on the seafront, so this was a perfect location for easy access to the heart of Weymouth and the beach. Breakfast was excellent with the usual cereal, fruit, juices along with a full English or a special of the day. The food was beautifully presented and of a really high quality, especially the cooked breakfasts. Don't be confused by this being called a guesthouse, it is much more than that and if we are ever back in Weymouth this will be where we will want to stay.
10
Matt
31 Mar 2023
·
Tim was very welcoming when I arrived and showed me around the property and to my room. The room was well equipped and spotless clean! Great breakfast selection and hot cooked by Tim, while Teresa looks after the guests. Highly recommend for that special stay in Weymouth.
Tim was very welcoming when I arrived and showed me around the property and to my room. The room was well equipped and spotless clean! Great breakfast selection and hot cooked by Tim, while Teresa looks after the guests. Highly recommend for that special stay in Weymouth.
10
Andrew
28 Apr 2025
·
Stayed 3 nights
Sometimes when reviewing a stay it’s easy to say everything is fab, well with Oaklands it is. From the meet & greet until the moment we departed the service and “nothing is too much trouble” attitude of Tim and Teresa shone through. We will be returning. An additional note, the approach and support of my wife’s Gluten free diet was excellent and would put many a larger hotel to shame. Thank you for a wonderful stay c u soon Andy and Jackie
Sometimes when reviewing a stay it’s easy to say everything is fab, well with Oaklands it is. From the meet & greet until the moment we departed the service and “nothing is too much trouble” attitude of Tim and Teresa shone through. We will be returning. An additional note, the approach and support of my wife’s Gluten free diet was excellent and would put many a larger hotel to shame. Thank you for a wonderful stay c u soon Andy and Jackie
10
Julia
20 Aug 2025
·
Stayed 2 nights
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
10
Suzanne
18 Apr 2024
·
Stayed 2 nights
Wonderful stay at a beautiful property with lovely, helpful hosts
Wonderful stay at a beautiful property with lovely, helpful hosts
10
Elizabeth
25 Apr 2024
·
Stayed 2 nights
We had a lovely and very comfortable short break in Weymouth. Loved the breakfast and helpful and friendly hosts, Tim and Teresa.
We had a lovely and very comfortable short break in Weymouth. Loved the breakfast and helpful and friendly hosts, Tim and Teresa.
10
David
26 Apr 2025
·
Stayed 2 nights
Excellent guesthouse to use as a base for exploring the Jurassic coast. Clean, comfortable rooms, outstanding breakfast, and the hosts are welcoming, knowledgeable, and friendly. Wonderful stay, highly recommended.
Excellent guesthouse to use as a base for exploring the Jurassic coast. Clean, comfortable rooms, outstanding breakfast, and the hosts are welcoming, knowledgeable, and friendly. Wonderful stay, highly recommended.
10
Jeff
1 Oct 2024
·
Stayed 3 nights
Made very welcome from the moment we arrived. Food was the best. Room ready early, lovely and clean and comfortable. Tim and Teresa make the perfect hosts.
Made very welcome from the moment we arrived. Food was the best. Room ready early, lovely and clean and comfortable. Tim and Teresa make the perfect hosts.
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AI-generated summary based on recent guest reviews
Location
Quiet yet convenient base within a short walk of the beach, harbour and town. Some also note easy access to the station.
Related guest reviews
10
Mary
8 Sept 2024
·
Stayed 2 nights
We enjoyed our stay at Oaklands. Tim and Teresa were very friendly and helpful. The breakfasts were delicious, the room was comfortable and had everything we needed. We came for the seafood festival and we could walk to the seafront for the festival and other amenities.
We enjoyed our stay at Oaklands. Tim and Teresa were very friendly and helpful. The breakfasts were delicious, the room was comfortable and had everything we needed. We came for the seafood festival and we could walk to the seafront for the festival and other amenities.
10
paul
15 Aug 2025
·
Stayed 4 nights
Oakland was a beautiful Guesthouse. Lovely decor and very clean. Breakfast was excellent and Tim & Teresa catered for all our needs. Also tea/coffee facility in the room with biscuits, nice touch fresh milk provided (plus small fridge and free water every day) 5 mins to the beach and 15 mins to the harbour. Will definitely be staying again.
Oakland was a beautiful Guesthouse. Lovely decor and very clean. Breakfast was excellent and Tim & Teresa catered for all our needs. Also tea/coffee facility in the room with biscuits, nice touch fresh milk provided (plus small fridge and free water every day) 5 mins to the beach and 15 mins to the harbour. Will definitely be staying again.
10
N
24 Mar 2024
·
Stayed 2 nights
Stayed two nights over the weekend and would 100% recommend Oaklands Guesthouse to everyone thinking of booking a trip. We got a lovely welcome from the owners, Tim and Teresa, when we arrived and they had already sent a courtesy text earlier in the day, before we had set out, to let us know our room was ready for check in. The building and our room were really lovely and had a boutique hotel feel to it. There has clearly been a lot of hard work put in to making this a stunning place to stay. A short 10 minute walk and you are right on the seafront, so this was a perfect location for easy access to the heart of Weymouth and the beach. Breakfast was excellent with the usual cereal, fruit, juices along with a full English or a special of the day. The food was beautifully presented and of a really high quality, especially the cooked breakfasts. Don't be confused by this being called a guesthouse, it is much more than that and if we are ever back in Weymouth this will be where we will want to stay.
Stayed two nights over the weekend and would 100% recommend Oaklands Guesthouse to everyone thinking of booking a trip. We got a lovely welcome from the owners, Tim and Teresa, when we arrived and they had already sent a courtesy text earlier in the day, before we had set out, to let us know our room was ready for check in. The building and our room were really lovely and had a boutique hotel feel to it. There has clearly been a lot of hard work put in to making this a stunning place to stay. A short 10 minute walk and you are right on the seafront, so this was a perfect location for easy access to the heart of Weymouth and the beach. Breakfast was excellent with the usual cereal, fruit, juices along with a full English or a special of the day. The food was beautifully presented and of a really high quality, especially the cooked breakfasts. Don't be confused by this being called a guesthouse, it is much more than that and if we are ever back in Weymouth this will be where we will want to stay.
10
David
14 Apr 2025
·
Stayed 3 nights
Very convenient parking, close to the station, great breakfast, and useful common areas when needed.
Very convenient parking, close to the station, great breakfast, and useful common areas when needed.
10
Elizabeth
11 Sept 2025
·
Stayed 2 nights
Lovely clean room. Staff/owners so welcoming. Breakfast excellent. Great location.
Lovely clean room. Staff/owners so welcoming. Breakfast excellent. Great location.
10
Peter
8 Jul 2025
·
Stayed 2 nights
An excellent Guest House run by Tim & Theresa and one of the best we have stayed in. They only cater for breakfast which we knew about and the breakfast was really exceptional. About 5 minutes from the beach and parkink was provided. Would recommend this place to anyone.
An excellent Guest House run by Tim & Theresa and one of the best we have stayed in. They only cater for breakfast which we knew about and the breakfast was really exceptional. About 5 minutes from the beach and parkink was provided. Would recommend this place to anyone.
10
Angela
11 Jul 2025
·
Stayed 2 nights
Loved the quirky decoration which fitted well with the house. The hosts were very welcoming, the room spotless and the range of items for breakfast was great, if I were being really picky croissants would be great too. We didn’t use it but the honesty bar was a great thing too, and just a short walk to the sea front. If we go back to Weymouth, I would definitely book here again.
Loved the quirky decoration which fitted well with the house. The hosts were very welcoming, the room spotless and the range of items for breakfast was great, if I were being really picky croissants would be great too. We didn’t use it but the honesty bar was a great thing too, and just a short walk to the sea front. If we go back to Weymouth, I would definitely book here again.
10
Robert
16 Jul 2025
·
Stayed 2 nights
A very nice guest house, ideally situated, good parking and a very nice breakfast
A very nice guest house, ideally situated, good parking and a very nice breakfast
10
Arleta
1 Oct 2023
·
Stayed 2 nights
Oaklands is an absolute gem in Weymouth! - clean and spotless - attentive and friendly owners - delicious breakfast - quiet location - close to the beach, shops, restaurants and other attractions Highly recommend!!!
Oaklands is an absolute gem in Weymouth! - clean and spotless - attentive and friendly owners - delicious breakfast - quiet location - close to the beach, shops, restaurants and other attractions Highly recommend!!!
10
Guy
14 Sept 2025
·
Stayed 2 nights
A real Gem of a family run BnB. Tim and Teresa the hosts have thought long and hard about what guests could need and so everything is perfect. Tim must be an ex chef as the breakfast menu is first class and cooked to order. Location is close to the Weymouth action and far enough away to avoid noise. If you’re wanting a place to enjoy Weymouth and the area, this is a great choice.
A real Gem of a family run BnB. Tim and Teresa the hosts have thought long and hard about what guests could need and so everything is perfect. Tim must be an ex chef as the breakfast menu is first class and cooked to order. Location is close to the Weymouth action and far enough away to avoid noise. If you’re wanting a place to enjoy Weymouth and the area, this is a great choice.
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AI-generated summary based on recent guest reviews
Dining
Breakfast is consistently praised for quality, variety and cooked to order dishes, with fruit, yogurt and cereals plus daily specials mentioned. Dietary needs, including gluten free, are well accommodated.
Related guest reviews
10
Laura
24 Aug 2025
·
Stayed 2 nights
The breakfasts were amazing, the room clean and bed extremely comfortable. Our hosts were very helpful and friendly. We were held up til late getting there, so it was great that we could let ourselves in. Then to find the trust bar open and be able to fix ourselves a drink after our long journey was just perfect. Thank you!
The breakfasts were amazing, the room clean and bed extremely comfortable. Our hosts were very helpful and friendly. We were held up til late getting there, so it was great that we could let ourselves in. Then to find the trust bar open and be able to fix ourselves a drink after our long journey was just perfect. Thank you!
10
Carl
21 Oct 2024
·
Stayed 3 nights
Fantastic place to stay! Very clean and well maintained period property with an interesting history! Our room was also very clean, with a good shower in the en-suite bathroom. There are good tea/coffee making facilities in the room, even a mini-fridge for keeping everything fresh. Everything was replenished daily, even the lovely selection of biscuits! Breakfast was superb and all included in the price. There was good selection of fruit, yogurt and serials plus a fantastic full English breakfast or special of the day to choose from… all done with eggs however you want them! The Eggs Benedict with salmon (eggs royal) was fabulous! The hosts Tim and Teresa, and the staff, were very friendly and welcoming throughout, which helped make our holiday in Weymouth a wonderful and memorable one! We will definitely be visiting again!
Fantastic place to stay! Very clean and well maintained period property with an interesting history! Our room was also very clean, with a good shower in the en-suite bathroom. There are good tea/coffee making facilities in the room, even a mini-fridge for keeping everything fresh. Everything was replenished daily, even the lovely selection of biscuits! Breakfast was superb and all included in the price. There was good selection of fruit, yogurt and serials plus a fantastic full English breakfast or special of the day to choose from… all done with eggs however you want them! The Eggs Benedict with salmon (eggs royal) was fabulous! The hosts Tim and Teresa, and the staff, were very friendly and welcoming throughout, which helped make our holiday in Weymouth a wonderful and memorable one! We will definitely be visiting again!
10
Paul
11 Oct 2024
·
Stayed 4 nights
Our room was lovely breakfasts amazing smashing people a great stay 5star all round.
Our room was lovely breakfasts amazing smashing people a great stay 5star all round.
10
Julia
20 Aug 2025
·
Stayed 2 nights
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
Very stylish guest house, quality fittings and spotlessly clean. A very warm welcome from hosts Tim and Teresa who were lovely! They were friendly, helpful with all their local knowledge. Plenty of hot breakfast choices which Tim’s cooked expertly they were all outstanding and so beautifully presented. Even the fresh fruit, yoghurt and granolas etc .. looked and tasted wonderful!
10
Elizabeth
11 Sept 2025
·
Stayed 2 nights
Lovely clean room. Staff/owners so welcoming. Breakfast excellent. Great location.
Lovely clean room. Staff/owners so welcoming. Breakfast excellent. Great location.
10
Peter
8 Jul 2025
·
Stayed 2 nights
An excellent Guest House run by Tim & Theresa and one of the best we have stayed in. They only cater for breakfast which we knew about and the breakfast was really exceptional. About 5 minutes from the beach and parkink was provided. Would recommend this place to anyone.
An excellent Guest House run by Tim & Theresa and one of the best we have stayed in. They only cater for breakfast which we knew about and the breakfast was really exceptional. About 5 minutes from the beach and parkink was provided. Would recommend this place to anyone.
10
David
26 Apr 2025
·
Stayed 2 nights
Excellent guesthouse to use as a base for exploring the Jurassic coast. Clean, comfortable rooms, outstanding breakfast, and the hosts are welcoming, knowledgeable, and friendly. Wonderful stay, highly recommended.
Excellent guesthouse to use as a base for exploring the Jurassic coast. Clean, comfortable rooms, outstanding breakfast, and the hosts are welcoming, knowledgeable, and friendly. Wonderful stay, highly recommended.
10
Janet
15 Aug 2025
·
Stayed 4 nights
Booked about 12 months ago for a short summer stay. What a find! Clean, comfortable and welcoming. Tim and Teresa are great hosts. Fabulous breakfasts catering for all tastes. Would definitely book again.
Booked about 12 months ago for a short summer stay. What a find! Clean, comfortable and welcoming. Tim and Teresa are great hosts. Fabulous breakfasts catering for all tastes. Would definitely book again.
10
John
13 Oct 2024
·
Stayed 2 nights
Guesthouse was perfect. Lovely room with every detail catered for. Breakfast was delicious and high quality both days. Thank you!
Guesthouse was perfect. Lovely room with every detail catered for. Breakfast was delicious and high quality both days. Thank you!
10
Guy
14 Sept 2025
·
Stayed 2 nights
A real Gem of a family run BnB. Tim and Teresa the hosts have thought long and hard about what guests could need and so everything is perfect. Tim must be an ex chef as the breakfast menu is first class and cooked to order. Location is close to the Weymouth action and far enough away to avoid noise. If you’re wanting a place to enjoy Weymouth and the area, this is a great choice.
A real Gem of a family run BnB. Tim and Teresa the hosts have thought long and hard about what guests could need and so everything is perfect. Tim must be an ex chef as the breakfast menu is first class and cooked to order. Location is close to the Weymouth action and far enough away to avoid noise. If you’re wanting a place to enjoy Weymouth and the area, this is a great choice.
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AI-generated summary based on recent guest reviews
10
Andy
28 Sept 2026
·
Stayed 3 nights
Wonderful time - great hosts, location and food.
Wonderful time - great hosts, location and food.
10
Jacqueline
25 Sept 2026
·
Stayed 2 nights
Ingrid and Ben are wonderful hosts! The property decor is very eclectic and fun! Very comfortable room, bed and very spacious. The breakfast was delicious!!! Highly recommend!
Ingrid and Ben are wonderful hosts! The property decor is very eclectic and fun! Very comfortable room, bed and very spacious. The breakfast was delicious!!! Highly recommend!
10
John
6 Jul 2026
·
Stayed 2 nights
A very nice guest house run by a very attentive and helpful couple. The room was pleasant although it lacked a full wardrobe, just an open hanging bay. The parking was easy to access. Please note that the photo in Hotels.com is misleading in that the property is not on the sea front , it's about a 10 minute walk inland, though that wasn't a problem for us.
A very nice guest house run by a very attentive and helpful couple. The room was pleasant although it lacked a full wardrobe, just an open hanging bay. The parking was easy to access. Please note that the photo in Hotels.com is misleading in that the property is not on the sea front , it's about a 10 minute walk inland, though that wasn't a problem for us.
10
Lynda
20 Jun 2026
·
Stayed 8 nights
Only too glad to help. The breakfast omg was unbeatable so much choice. Made us feel very welcome. Comfortable rooms , comfortable beds . Lovely and clean. Easy parking. Definitely go again.
Only too glad to help. The breakfast omg was unbeatable so much choice. Made us feel very welcome. Comfortable rooms , comfortable beds . Lovely and clean. Easy parking. Definitely go again.
10
Yat Leung
19 May 2026
·
Stayed 3 nights
Breakfast is delicious and cooked with fresh ingredients. Tim and Teresa are friendly hosts
Breakfast is delicious and cooked with fresh ingredients. Tim and Teresa are friendly hosts
FAQs about Oaklands Guest House
Is parking available at the property?
Free self parking is available onsite. The parking is private and on-site, ensuring convenience for guests. No reservation is required.
What type of breakfast is offered and what are the serving hours?
A complimentary breakfast is included, providing a delightful start to the day. Specific serving hours are not mentioned.
What are the standard check-in and check-out times?
Check-in is from 14:00 until 17:00, and check-out is at 11:00. Early or late check-in/check-out may be available upon request, but additional charges could apply.
What accessibility features are available for guests with disabilities?
The property features step-free entrances and wheelchair-accessible facilities in public areas. Specific details about room accessibility are not provided.
What is the location of the property in relation to key landmarks?
The property is located within a 5-minute drive of Weymouth Beach and Weymouth Harbour. It is approximately 13.9 miles from Durdle Door and 2 miles from the Dorset and East Devon Coast. Nearby attractions include Weymouth Bay (0.6 km), Greenhill Beach (0.7 km), and Weymouth Marina (1.1 km).
What are the policies for guests staying with children?
Children are allowed at the property, but specific details regarding age limitations or additional charges for children are not provided.
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Average nightly price across deals, with taxes & fees.
Prices in USD for 2 guests, updated daily.
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- 2026-12-24: 208.53851441955567USD
- 2026-12-25: 201.26198223876952USD
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- 2026-12-27: 191.45473214263916USD
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The host will greet guests on arrival. Information provided by the property may be translated using automated translation tools.
Check-in must be done by someone who is at least 18 years old.
- Extra-person charges may apply and vary depending on property policy
- Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
- Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
- This property accepts credit cards
- Contactless check-in and contactless check-out are available.
Popular amenities
Parking
Non-smoking rooms
Tennis courts
Housekeeping
Scuba diving
Windsurfing
Activities
Tennis courts
Scuba diving
Windsurfing
Golf (miniature)
Horse riding
Canoeing
Outdoor Furniture
Internet
Free wi-fi
General
Non-smoking rooms
Packed lunches
Adults only
Parking
Parking
Free parking
Parking Onsite
Services
Housekeeping