Name: The Lodge at Great Oak Landing
Address: 22170 Great Oak Landing Rd, Great Oak Landing, Chestertown, Maryland, United States of America, Great Oak Landing, Kent County, US
Price range: $109–$196 per night
Rating: 8

What guests think

At The Lodge at Great Oak Landing, guests highlight the scenic marina setting with a pool, private beach, and on-site dining, but note dated, small rooms plus inconsistent amenities such as unreliable Wi-Fi and occasional closures.

Staff are frequently praised as friendly and helpful, though some guests struggled to reach anyone at times. Cleanliness feedback is mixed, with some clean, comfortable stays and others reporting odors or maintenance grime. Best for relaxed getaways if you prioritize the grounds and vibe over modern rooms and guaranteed amenities.

Facilities

Cleanliness

Rooms

Service

Location

Dining

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AI-generated summary based on recent guest reviews

Facilities

Marina-style amenities such as the pool, private beach with chairs, on-site bar/entertainment, and even free golf are highlights for several guests. Recurring drawbacks include unreliable Wi-Fi, broken or unavailable machines, occasional seasonal closures (pool/Tiki bar), very cold pool water, and no elevator.

Related guest reviews

10

Stephen

Jul 19, 2024

·

Stayed 3 nights

Great little gem in the middle of nowhere….beautiful pool….private beach…great restaurant….free golf course on the property too!!…what else can you ask for?…This is our new get away place away from everything….Chestertown is only a 10 minute drive,if you need supplies….10 stars😀

4

Pam

Nov 3, 2024

·

Stayed 2 nights

We felt like we overpaid for what we got. Restaurant was not open. We were given 1 large towel and the rest were small. We did not have any maid service. The ice machine did not work. The coffee machine did not work. Beautiful marina. We felt like the only ones there.

8

Michael

Aug 26, 2024

·

Stayed 2 nights

I was a first time visitor and was a bit disappointed when I received a phone call the morning of my arrival about the pool area being closed. The pool and the Tiki bar was all I had heard from others that I traveled with. I feel like I didn't get the full Great Oak Landing experience. with saying that the food at the restaurant was excellent and the staff were friendly and helpful, shoutout to Eden (barmaid) and Johnny who worked on the grounds and was very helpful with information.

4

Steve

Sep 27, 2025

·

Stayed 1 night

WIFI did not work. As such WIFI TV apps (Netflix, Prime, etc) were unavailable.

6

George

Sep 16, 2024

·

Stayed 1 night

Bathroom sink was clogged. No closet for clothes…just a small rack with 1 hanger WiFi poor No elevator to second floor Pool water temperature very cold No breakfast availability, either at hotel or within walking distance elsewhere. Location was excellent, next to boat docks and Tiki Bar. Dinner at hotel restaurant delicious and reasonably priced. Friendly staff. Room was clean. All in all, the marina is an excellent destination, but the hotel facility itself could be better.

10

Stephen

Jul 15, 2025

·

Stayed 3 nights

We love this place….awesome pool,and free golf….couldn’t ask for more 😃

10

KEVIN

Sep 23, 2024

·

Stayed 2 nights

Beautiful views, easy check in and safe, quiet area and the restaurant's food was on point and we loved the live band on Saturday night!! #shawnwasagreatcook #angelawasaexcellentwaitress

10

Ashley

Aug 16, 2025

·

Stayed 1 night

Perfect place to unwind. Great views of the harbor and marina. You get access to a private beach and there is a cute area for kids to play. The private beach provides chairs and umbrellas. The lodge also has a bar/food on site.

10

Stephen

Jul 20, 2024

·

Stayed 3 nights

Great little gem in the middle of nowhere….beautiful pool….private beach…great restaurant….free golf course on the property too!!…what else can you ask for….10 stars😀

2

Thomas

Sep 29, 2024

·

Stayed 1 night

This property is not being maintained at all. Staff work limited hours. Ice machine broken, coke machine removed, only coffee option is a communal K cup machine in the hallway. Water not available to refill it.

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AI-generated summary based on recent guest reviews

Cleanliness

Reports are mixed: some guests found rooms clean and fresh, while others noted odors, damp or dirty linens, stained or worn rugs, and grime on woodwork. A few also reported no housekeeping during their stay.

Related guest reviews

2

N. Kevin

Oct 6, 2024

·

Stayed 3 nights

This hotel was not as advertised. We walked into room and it was like a broke down motel. There was someone’s hair all over the bed. No closet. Bathroom I think was the closet. We informed the front desk and We left immediately How do I get a refund.

6

Jennifer

Aug 22, 2025

·

Stayed 1 night

Outdated. Room had a peculiar odor.

4

Ed

Oct 3, 2024

·

Stayed 2 nights

At first I couldn't identify the smell but after an hour, I realized it was the scent of abandonment and isolation. The room was clean but everything was very basic. There was a TV but apparently no free programming. This, combined with spotty internet service and just a sense of creepiness led me to flee before dark.

2

Todd

Aug 18, 2025

·

Stayed 1 night

Only pro was the bed was comfortable. The room was dirty and everything was old and very outdated. Floorboards, doors and fixtures were dirty. Shower floor was gross. Walls had rust, dirt and holes. Deck was unkempt and dirty. Did not eat there because I didn’t trust the cleanliness of their kitchen based on the room.

8

Paul

Oct 27, 2024

·

Stayed 1 night

Generally okay, Clean but property could use some upgrade

6

ANNE

Sep 9, 2024

·

Stayed 2 nights

rugs are so stained and worn that they appear to not be clean even if they've been shampoo'd. Woodwork is grimy with dirt no dressers available although there was plenty of room for at least 2 there is no counter space in the bathroom The desk staff was very responsive and pleasant, and the restaurant, the view, and the marina are all really excellent

2

cecilia

Sep 28, 2024

·

Stayed 1 night

Not clean sheets were damp terrible experience

6

George

Sep 16, 2024

·

Stayed 1 night

Bathroom sink was clogged. No closet for clothes…just a small rack with 1 hanger WiFi poor No elevator to second floor Pool water temperature very cold No breakfast availability, either at hotel or within walking distance elsewhere. Location was excellent, next to boat docks and Tiki Bar. Dinner at hotel restaurant delicious and reasonably priced. Friendly staff. Room was clean. All in all, the marina is an excellent destination, but the hotel facility itself could be better.

10

Christina

Jun 2, 2025

·

Stayed 1 night

Absolutely loved our stay here! The staff were so kind and accommodating. The room was very clean and bed was comfortable. Jellee Fish Joel's (the beach bar) just received a huge makeover and we had a blast! we will be back again soon!

10

Melissa

Sep 5, 2025

·

Stayed 1 night

Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!

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Rooms

Rooms tend to be dated and small with minimal storage or in-room amenities (e.g., no closet/dresser), and some mention hard beds or pillows. Others liked comfortable beds and water views, though door slams and rattling windows created noise for a few.

Related guest reviews

2

N. Kevin

Oct 6, 2024

·

Stayed 3 nights

This hotel was not as advertised. We walked into room and it was like a broke down motel. There was someone’s hair all over the bed. No closet. Bathroom I think was the closet. We informed the front desk and We left immediately How do I get a refund.

8

Charles

Nov 8, 2025

·

Stayed 1 night

Beautiful view

10

Stephania

Nov 5, 2025

·

Stayed 1 night

Very nice rooms,

8

Mary Beth

Oct 13, 2024

·

Stayed 1 night

The hotel was functional but a bit high priced for older facility, and small rooms.

2

Peter

Sep 30, 2024

·

Stayed 1 night

It would be great if one was into complete minimalistic accommodations. No decent chair to sit in. No dresser to store clothing. No closet, jus an unsightly pole in corner to hang clothes on. Bed frame that sticks out beyond the mattress to bang your shins on. Terrible bedside lighting. Single coffee pot in the hall for use by all the residents with room door unable to be propped open so you can carry 2 cups of coffee back to the room. This is a prime example of a cost cutting interior that neither the designer nor management has spent any overnight time in.

6

George

Sep 16, 2024

·

Stayed 1 night

Bathroom sink was clogged. No closet for clothes…just a small rack with 1 hanger WiFi poor No elevator to second floor Pool water temperature very cold No breakfast availability, either at hotel or within walking distance elsewhere. Location was excellent, next to boat docks and Tiki Bar. Dinner at hotel restaurant delicious and reasonably priced. Friendly staff. Room was clean. All in all, the marina is an excellent destination, but the hotel facility itself could be better.

6

Tami

Oct 3, 2024

·

Stayed 1 night

Hotel is very outdated, beds are hard as a rock!

8

Julie

Sep 8, 2024

·

Stayed 1 night

This property is just fine for a 1-2 night stay. The rooms aren't equipped with amenities needed to make a longer stay comfortable.

6

Kait

Nov 20, 2025

·

Stayed 2 nights

Felt less up to date than pictured

8

Luca

Oct 6, 2023

·

Stayed 2 nights

The place is beautiful. The rooms are little small and could use updating. When I turned the air on the windows rattled so loud. I had to keep it on low to avoid the noise. No microwave in the room and be prepared for the slamming door at 6am. Other than those things we really enjoyed our time.

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Service

Many describe staff as friendly, welcoming, and helpful with check-in issues. However, some guests struggled to reach staff or found limited availability, and a few noted no housekeeping.

Related guest reviews

10

Helen

Sep 2, 2024

·

Stayed 2 nights

Stay was great. Loved the bands and bars. It would be nice if we didn’t have to drive 10 miles for breakfast. Eric is fantastic. Did not know golf was free. ( next time will bring clubs)Is there a website? We got all info from Hotels.com. All staff were extremely friendly and helpful.

8

Michael

Aug 26, 2024

·

Stayed 2 nights

I was a first time visitor and was a bit disappointed when I received a phone call the morning of my arrival about the pool area being closed. The pool and the Tiki bar was all I had heard from others that I traveled with. I feel like I didn't get the full Great Oak Landing experience. with saying that the food at the restaurant was excellent and the staff were friendly and helpful, shoutout to Eden (barmaid) and Johnny who worked on the grounds and was very helpful with information.

6

ANNE

Sep 9, 2024

·

Stayed 2 nights

rugs are so stained and worn that they appear to not be clean even if they've been shampoo'd. Woodwork is grimy with dirt no dressers available although there was plenty of room for at least 2 there is no counter space in the bathroom The desk staff was very responsive and pleasant, and the restaurant, the view, and the marina are all really excellent

6

George

Sep 16, 2024

·

Stayed 1 night

Bathroom sink was clogged. No closet for clothes…just a small rack with 1 hanger WiFi poor No elevator to second floor Pool water temperature very cold No breakfast availability, either at hotel or within walking distance elsewhere. Location was excellent, next to boat docks and Tiki Bar. Dinner at hotel restaurant delicious and reasonably priced. Friendly staff. Room was clean. All in all, the marina is an excellent destination, but the hotel facility itself could be better.

10

Francis

Jul 28, 2025

·

Stayed 1 night

Staff was very helpful in dealing with some confusion at check in. Every on went above and beyond to deal with the situation and was very welcoming during the process.

2

George

Sep 27, 2025

·

Stayed 1 night

Reserved 2 rooms but only given code for one. No staff on property or reachable by phone to address situation. Waiting around and hoping for the best. And it smells bad and WiFi doesn’t work.

10

Christina

Jun 2, 2025

·

Stayed 1 night

Absolutely loved our stay here! The staff were so kind and accommodating. The room was very clean and bed was comfortable. Jellee Fish Joel's (the beach bar) just received a huge makeover and we had a blast! we will be back again soon!

10

Melissa

Sep 5, 2025

·

Stayed 1 night

Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!

2

Thomas

Sep 29, 2024

·

Stayed 1 night

This property is not being maintained at all. Staff work limited hours. Ice machine broken, coke machine removed, only coffee option is a communal K cup machine in the hallway. Water not available to refill it.

2

Teri

Sep 29, 2024

·

Stayed 2 nights

The room was clean although it smelled like an old campground. The location is very remote and has little to no security. I would not recommend staying here alone if you are a woman. The front desk closes at 6pm. Anyone can enter the lodge at any time. The stairwells and halls are not secured. The doors have digital locks, but can only be secured from the inside with a chain latch. My daughter and I did not feel safe. Especially coming in after dark. We decided not to stay.

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AI-generated summary based on recent guest reviews

Location

Waterfront marina location offers pretty views, sunsets, and a quiet, remote feel with a private beach. Some guests found approach roads bumpy and the property isolated.

Related guest reviews

8

Charles

Nov 8, 2025

·

Stayed 1 night

Beautiful view

6

John

Jun 16, 2025

·

Stayed 1 night

Other properties we looked for at same price points had better/newer amenities. The approach roads were really bumpy which pained my wife who has arthritis. Golf course was well kept. Maybe the grounds keeper should manage the lodge facilities? 😎

8

Camille

Jul 26, 2024

·

Stayed 2 nights

Great sunsets!

8

Philip

Jul 15, 2025

·

Stayed 1 night

Great place to get some quiet rest by the water

10

Cheryl

Jul 26, 2024

·

Stayed 2 nights

The Marina and taking a walk along the Chesepeake Bay seeking bay glass

10

Sharon

Sep 22, 2024

·

Stayed 2 nights

My only complaint is hard pillows. Loved the surroundings and wish we had more time there.

10

Michelle

Aug 5, 2024

·

Stayed 2 nights

Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location.

10

KEVIN

Sep 23, 2024

·

Stayed 2 nights

Beautiful views, easy check in and safe, quiet area and the restaurant's food was on point and we loved the live band on Saturday night!! #shawnwasagreatcook #angelawasaexcellentwaitress

10

Ashley

Aug 16, 2025

·

Stayed 1 night

Perfect place to unwind. Great views of the harbor and marina. You get access to a private beach and there is a cute area for kids to play. The private beach provides chairs and umbrellas. The lodge also has a bar/food on site.

2

Teri

Sep 29, 2024

·

Stayed 2 nights

The room was clean although it smelled like an old campground. The location is very remote and has little to no security. I would not recommend staying here alone if you are a woman. The front desk closes at 6pm. Anyone can enter the lodge at any time. The stairwells and halls are not secured. The doors have digital locks, but can only be secured from the inside with a chain latch. My daughter and I did not feel safe. Especially coming in after dark. We decided not to stay.

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AI-generated summary based on recent guest reviews

Dining

Food at the on-site restaurant and beach bar is often praised, with occasional live music. Availability can vary, with reports of closures, no on-site breakfast, and coffee limited to communal stations.

Related guest reviews

10

Helen

Sep 2, 2024

·

Stayed 2 nights

Stay was great. Loved the bands and bars. It would be nice if we didn’t have to drive 10 miles for breakfast. Eric is fantastic. Did not know golf was free. ( next time will bring clubs)Is there a website? We got all info from Hotels.com. All staff were extremely friendly and helpful.

10

Melissa

Jul 14, 2024

·

Stayed 2 nights

Wonderful weekend on a girls trip, rooms were clean with great ac! We loved Michelle at the pool bar, she makes delicious frozen drinks! All of our food was delicious at the restaurant too. Not crowded and all staff was extremely nice!

10

Gaines

Jun 22, 2025

·

Stayed 1 night

not super fancy but really well done. comfy beds and a first rate chef. plus great for the boating crowd

4

Pam

Nov 3, 2024

·

Stayed 2 nights

We felt like we overpaid for what we got. Restaurant was not open. We were given 1 large towel and the rest were small. We did not have any maid service. The ice machine did not work. The coffee machine did not work. Beautiful marina. We felt like the only ones there.

8

Michael

Aug 26, 2024

·

Stayed 2 nights

I was a first time visitor and was a bit disappointed when I received a phone call the morning of my arrival about the pool area being closed. The pool and the Tiki bar was all I had heard from others that I traveled with. I feel like I didn't get the full Great Oak Landing experience. with saying that the food at the restaurant was excellent and the staff were friendly and helpful, shoutout to Eden (barmaid) and Johnny who worked on the grounds and was very helpful with information.

6

George

Sep 16, 2024

·

Stayed 1 night

Bathroom sink was clogged. No closet for clothes…just a small rack with 1 hanger WiFi poor No elevator to second floor Pool water temperature very cold No breakfast availability, either at hotel or within walking distance elsewhere. Location was excellent, next to boat docks and Tiki Bar. Dinner at hotel restaurant delicious and reasonably priced. Friendly staff. Room was clean. All in all, the marina is an excellent destination, but the hotel facility itself could be better.

10

Michelle

Aug 5, 2024

·

Stayed 2 nights

Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location.

10

KEVIN

Sep 23, 2024

·

Stayed 2 nights

Beautiful views, easy check in and safe, quiet area and the restaurant's food was on point and we loved the live band on Saturday night!! #shawnwasagreatcook #angelawasaexcellentwaitress

10

Melissa

Sep 5, 2025

·

Stayed 1 night

Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!

10

Ashley

Aug 16, 2025

·

Stayed 1 night

Perfect place to unwind. Great views of the harbor and marina. You get access to a private beach and there is a cute area for kids to play. The private beach provides chairs and umbrellas. The lodge also has a bar/food on site.

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AI-generated summary based on recent guest reviews

Su	Mo	Tu	We	Th	Fr	Sa
				1 $123	2	3 $174
4	5	6	7 $110	8 $110	9 $196	10 $178
11 $110	12	13	14 $123	15 $111	16 $138	17 $138
18 $110	19 $123	20 $114	21 $123	22 $123	23 $131	24 $149
25 $111	26 $123	27 $123	28 $123	29 $123	30 $134	31 $149

The Lodge at Great Oak Landing

About this property

Location

Room options

Room, 2 Queen Beds, Marina View

Room, 1 Queen Bed, Accessible

Standard Room, 1 King Bed

Room, 1 King Bed

Standard Room, 2 Double Beds

Room, 1 King Bed with Sofa Bed, Marina View

Suite

Guest reviews of The Lodge at Great Oak Landing

What guests think

Property Policies

Check-in instructions

Good to know

FAQs about The Lodge at Great Oak Landing

Prices for upcoming dates

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15	16	17	18	19
20 $121	21	22	23 $110	24 $111	25 $177	26 $174
27 $110	28	29	30 $109