Name: Best Western Windsor Inn
Address: 2520 Ashland Street, Ashland, Oregon, United States of America, Ashland, Oregon, US
Price range: $103–$230 per night
Rating: 8.6

What guests think

At Best Western Windsor Inn, reviewers consistently praise friendly front-desk service, clean and spacious rooms, and convenient freeway access, while enjoying the pool, hot tub, pet amenities, and solid complimentary breakfast that many find good value.

Common drawbacks include dated or dark decor in some rooms, variable water pressure or hot water, occasional noise near stairs or ice machines, and sporadic parking tightness. Cleanliness is generally strong, though a few guests reported odors, pests, or missed stocking and housekeeping. Overall, expect a comfortable stopover with welcoming service and easy freeway access.

Facilities

Cleanliness

Rooms

Service

Location

Dining

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AI-generated summary based on recent guest reviews

Facilities

Guests highlight the outdoor pool and hot tub, pet areas and perks, free EV chargers, a usable gym, and well-kept grounds. Some note exterior corridors with no elevator and periodic parking tightness.

Related guest reviews

8

David

Sep 2, 2025

·

Stayed 3 nights

Parking was a bit limited. We got the last spot on one occasion and it was really tight. It was nice but not top notch.

10

Karen

Jul 20, 2025

·

Stayed 1 night

Renovated very well, clean, quiet-good parking-nice outdoor pool-very friendly staff

10

David

Aug 31, 2025

·

Stayed 1 night

Great service at the front desk. Nice place. Enjoyed the hot tub.

10

Douglas

Sep 26, 2025

·

Stayed 1 night

Very cool Windsor style architecture, spacious, pool, big breakfast space. Dog friendliest ever, complete with top sheet and biscuit for dog at check-in and two dog potty spots. 7 minutes drive from downtown Ashland and Saheksphere.

10

Derk

Aug 27, 2025

·

Stayed 1 night

The pool and hot tub were great. The breakfast was very good

10

Martha

Mar 29, 2025

·

Stayed 1 night

More Bavarian than old English but rooms are large and immaculate. They are very dog friendly with a nice, lit dog walking spot. Excellent breakfast and friendly staff. Room was quiet and comfortable. My only suggestion would be improved lighting at the driveway entrance as it is hard to find in the dark.

10

William

Nov 6, 2023

·

Stayed 1 night

Picked because ev charger and location. Staff great.

10

Mark

Aug 1, 2025

·

Stayed 1 night

Clean, comfortable, hot breakfast including bacon and pancakes, free EV charging

8

Carla

Aug 7, 2023

·

Stayed 1 night

Tudor styled motel keeping with the Ashland Shakespearean theme. The guy manning the front desk was very helpful and pleasant. Room was a typical motel room - but, somewhat dark. It had a refrigerator but no microwave. We were on the second floor - be aware that they do not have elevators. We chose this inn because of the pool - unfortunately, kids had been in it all day so it was filled with plant debris. We still went in for a minute to cool off - shallow jacuzzi. They have a very nice breakfast - the breakfast room was large and nice - they also had outdoor seating, Breakfast included coffee and various juices, bagels and muffins, oatmeal with toppings, pancake makers, cereals, hard boiled eggs, those weird scrambled eggs, sausage, yogurts and fruits.

10

Nanci

Sep 13, 2025

·

Stayed 2 nights

Huge gym - pet friendly-thank you

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AI-generated summary based on recent guest reviews

Cleanliness

Many reviews describe clean rooms and a well-kept property. A smaller number reported odors, ants or pests, stained or worn carpets, and occasional lapses in stocking or public-area cleanliness.

Related guest reviews

8

Jorge

Jun 30, 2025

·

Stayed 1 night

Great property. I loved the pet care package. The staff was super friendly. And the continental breakfast was pretty substancial. We did have a few ants in our bathroom and there was some hair in the tub. Otherwise the room was clean.

8

Shawn

Sep 8, 2023

·

Stayed 1 night

The room was very large and clean, however, it did have smell to it that was unpleasant. It needed a good airing out. The staff was very nice.

6

Melinda

Jun 1, 2025

·

Stayed 1 night

Quiet and bed was comfortable. Room was very dark and dreary. It had old carpet that took on a smell that was hard to ignore. Need flooring that can be cleaned. Pool was comfortable temp. We did enjoy that. It had a full breakfast that was ok too.

10

Greg

May 11, 2024

·

Stayed 1 night

Very clean

10

Robert

Aug 2, 2025

·

Stayed 1 night

Stopping on our way back to crazy California. Very pleasant stay. Immaculate care of the facility. Immaculate cleanliness of the room and accoutrements. Great staff. Great breakfast, and, wait for it, the best coffee I’ve had besides my own roasts and brews.

6

Kieron

Oct 6, 2023

·

Stayed 1 night

Ants in bathroom Duvet not clean / smelled

10

Luisa

Aug 31, 2024

·

Stayed 2 nights

Friendly staff, really clean facilities, lovely outdoor pool.

2

Stephen

Aug 19, 2025

·

Stayed 1 night

MY GOD... Where to start? When you walk in, the staff is courteous and friendly. The entry is nice. Then things tumble from there. The back entrance to the entire facility isn't locked. You can just open it without a key. This will figure into what I discuss later. The carpets - in the hallway and in the rooms - are stained... ALL OF THEM. The bathroom in the room wasn't fully cleaned when we got there and the floor matt had holes in it! We were terrified to even touch the cover on the bed. The ice machine rattled and was in an isolated area with trash around it. The next morning when we woke up to leave, we stepped into the elevator to discover the floor was soaked in URINE! I've never EVER seen such a disgusting hotel in my life - and certainly didn't expect this from a reputable, national chain. We will NOT be going back to that hotel, nor that chain again. P.S. I took pictures, but can't upload them here. Bummer. But I saved you the shock of how gross it was, so you're welcome.

8

Chris

Jan 17, 2023

·

Stayed 1 night

Good location… Not very clean property.

10

Carol

Aug 17, 2024

·

Stayed 1 night

The rooms are spacious and clean. The staff was very helpful and provided a wine bottle opener and glasses when requested. Great area for dogs to walk and nice facility for dogs. The rooms are spacious, clean comfortable and there’s a separate toilet bath area from the sinks and make up area. We thoroughly enjoyed our stay there.

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AI-generated summary based on recent guest reviews

Rooms

Rooms are generally large and comfortable, and some include jetted tubs. Several guests mention dated or dark decor, firm beds or awkward pillows, intermittent hot water or low shower pressure, and occasional noise near stairs or ice machines.

Related guest reviews

4

NARANGKAR

Dec 25, 2022

·

Stayed 1 night

Front desk staff was standoffish and curt, as if paying guests are an inconvenience. The lobby has no guest restroom so travelers have to hold it while they check in. He made no attempt to be courteous, or to help direct me to a restroom that could be accessed before checking in. Some 'long term' resident was lurking around the lobby and trying to get our attention while we were checking in, which was distracting and creepy. In the rooms the hot water took an inordinantly long time to get going, and when asked about the problem the front desk guy was, again, standoffish and put-out. The walls are paper thin, you can hear toilets flushing in other rooms!

6

Gwen

Apr 26, 2023

·

Stayed 1 night

The location is out of the way, but it is close to a few restaurants. The main issue was that the shower was terrible, it was in between settings and had no water pressure. Also, the TV didn’t work at all and while the property was relatively empty when we stayed there, they put us right at the top of the stairs. They had a tendency to cluster everyone in a single area which made for a noisy stay and poor sleeping. The rooms are dark with only one window And the decor adds to the darkness. The check-in staff was barely friendly. I wouldn’t stay there again.

10

Jacob

Jan 8, 2024

·

Stayed 1 night

The rooms were great and the jetted is so relaxing. Breakfast had a bunch of options and the staff was friendly.

8

Anne

May 29, 2025

·

Stayed 2 nights

Property was in a good location, close to freeway access. Great breakfast and free EV charging. Shower pressure is extremely low, feels like you're watering/sprinkling your indoor plants. Pressure is so low it's almost nonexistent. Front desk staff can be a little more friendlier.

10

Jennifer

Jun 21, 2024

·

Stayed 1 night

We stayed at the Windsor for one night before going deeper into Ashland for the rest of our stay. The location is not convenient if you are going to the plays, but there are several restaurants within walking distance. The room was large and spotlessly clean. We got a room with a jetted tub in the room - very nice, though only big enough for one. We would stay here again.

8

Eleanore

Mar 30, 2025

·

Stayed 1 night

Love this location but forgot how terrible the pillows were at this hotel., maybe it was just our room but they were either half size or huge jumbo decoration pillows you can’t actually sleep on

8

Ilene

Jul 27, 2025

·

Stayed 2 nights

Room comfortable, but very noisy in the early morning

8

Susan

Oct 4, 2025

·

Stayed 1 night

The room was clean and spacious for me. The soap and shampoo products were both appreciated and good quality. The staff was very friendly. The continental breakfast had a nice variety. Good coffee. Value was decent.

8

Benjamin

Nov 19, 2023

·

Stayed 1 night

About as expected for 5, price friendly best western. Aging condition. Ask for rooms away from ice maker, not on the first floor unless you need to be ground floor (noisy ceilings) and away from stairs.

4

Ann or Ernie

Sep 14, 2025

·

Stayed 1 night

The beds are horribly hard. Never found a comfortable position and didn’t get much sleep.

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AI-generated summary based on recent guest reviews

Service

Service is widely praised as friendly, helpful, and efficient, with staff accommodating requests and solving issues. A few guests experienced curt interactions or slow follow-through on maintenance.

Related guest reviews

4

NARANGKAR

Dec 25, 2022

·

Stayed 1 night

Front desk staff was standoffish and curt, as if paying guests are an inconvenience. The lobby has no guest restroom so travelers have to hold it while they check in. He made no attempt to be courteous, or to help direct me to a restroom that could be accessed before checking in. Some 'long term' resident was lurking around the lobby and trying to get our attention while we were checking in, which was distracting and creepy. In the rooms the hot water took an inordinantly long time to get going, and when asked about the problem the front desk guy was, again, standoffish and put-out. The walls are paper thin, you can hear toilets flushing in other rooms!

8

Bruce

Jul 20, 2025

·

Stayed 2 nights

Room was clean and very spacious. Free breakfast at the hotel was very convenient. Staff were friendly & efficient. Had an issue with the door lock. It was addressed and fixed right away after reporting it to the front desk.

10

Giselle

Jun 21, 2025

·

Stayed 1 night

Great value and amazing reception at the front desk. I plan to stay here for future trips!

10

roger

Apr 28, 2024

·

Stayed 1 night

Front desk staff very friendly and helpful

10

Cathy

Oct 4, 2025

·

Stayed 1 night

Staff were all so nice and helpful.

4

Joseph

Jul 14, 2024

·

Stayed 2 nights

Room 303. As soon as we checked in we mentioned to the front desk that out sink would not drain. Filled with water and was not useable. They said they would have someone come in the morning. In the morning a spanish speaking woman showed up with a plunger. Didnt return after explaining that it was the sink. Apparently the office thought my toilet was backed up and were perfectly happy with keeping us without a working toilet, if this was in fact the issue we had. The staff should have been more on top of this. Never heard back from the front desk. 2 nights 3 days without a working sink. Also, the toilet in room 303 had an issue and water was running all day and night. Kept us awake both nights. Will not stay here again! This is why we typically stay away from Best Western.

10

Gail

Jun 16, 2025

·

Stayed 2 nights

Attentive staff.

10

Leeann

Aug 5, 2025

·

Stayed 1 night

The staff helped us so much. Maria and Anna were wonderful.

10

paul

May 18, 2024

·

Stayed 1 night

Great front desk staff

10

Reed

Oct 2, 2025

·

Stayed 2 nights

Great staff.

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AI-generated summary based on recent guest reviews

Location

Location is convenient just off I-5 with easy driving access to downtown and nearby restaurants; many found it quiet despite the freeway. Some felt it’s on the edge of town and not ideal for walking to central Ashland.

Related guest reviews

10

Cynthia

Aug 14, 2023

·

Stayed 4 nights

The outdoor pool and hot tub were a nice addition and one reason we chose to stay. It was a good central location to explore the town of Ashland, Crater Lake and more.

8

Jenni

Oct 11, 2025

·

Stayed 4 nights

Location very convenient, close to I5 and close enough to downtown

8

Robert

Nov 7, 2023

·

Stayed 1 night

Nice quiet place, Convenient off the freeway. Breakfast was great. I would come back.

8

Mary

Jun 18, 2025

·

Stayed 1 night

Convenient and safe location for a roadtrip to California. Has lovely old world charm and exterior landscaping is well maintained.

10

Kenneth

Dec 17, 2023

·

Stayed 1 night

Friendly staff. Easy access from the freeway

10

Max

Jun 12, 2024

·

Stayed 1 night

great location right off the free way

8

mahlojian fard

May 8, 2025

·

Stayed 1 night

The location of the property was not good. It is located at the city's border. You need a car to reach the middle of Ashland.

8

Angela

Jul 22, 2024

·

Stayed 1 night

Location

8

tom

Jun 20, 2025

·

Stayed 1 night

Close to Freeway, but quiet

10

Ann

Apr 29, 2024

·

Stayed 2 nights

Good location for getting to SOU

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AI-generated summary based on recent guest reviews

Dining

Breakfast is generally well liked with hot items and decent variety, and coffee often praised. Some guests found it mediocre or limited, or encountered items running out at times.

Related guest reviews

4

Shaun

Dec 1, 2024

·

Stayed 2 nights

Alright, I’ve stayed here at least 5 times in the last 10 years and must say this time will be the last. The room was dirty, with cobwebs everywhere and live spiders in the ceiling corners. The hot water for shower lasted less than 3 minutes, the breakfast was terrible this time, with the “omelette” being cold and gross, like it was heated up from yesterday. The bread was also super stale. Luckily (and the only saving grace) was the pancake maker since it makes it fresh on the spot. I saw several other people take a bite of their plate and walk straight to the trash and out the door. The hair dryer tripped the GFCI outlet over and over again with nothing else plugged in. Will not be staying here anymore.

10

sandra

Jun 26, 2024

·

Stayed 2 nights

Nicely appointed king room. Good variety of food items at breakfast. Beautiful pool and spa.

10

Rylan

Jul 19, 2024

·

Stayed 2 nights

This was a clean and easy place to stay. Breakfast was above average. Great value!

6

Stephanie

Jul 30, 2025

·

Stayed 1 night

The breakfast didn’t have any coffee, eggs or sausage

10

Jonathan

Sep 22, 2024

·

Stayed 2 nights

Nice pet area. Conveniently located near freeway. Rooms are quiet. Two electric charge stations. Breakfast was mediocre but “free”.

10

Robert

Aug 2, 2025

·

Stayed 1 night

Stopping on our way back to crazy California. Very pleasant stay. Immaculate care of the facility. Immaculate cleanliness of the room and accoutrements. Great staff. Great breakfast, and, wait for it, the best coffee I’ve had besides my own roasts and brews.

8

Lee

Apr 24, 2024

·

Stayed 2 nights

Fine experience for two nights. Best thing: the staff. Particularly because I stupidly left my camera tripod at the edge of the parking lot when I was unloading a lot of gear to move inside. Next morning I had no idea where it was. Checked the front desk and a staff member had turned it in. Saved me a lot of money. On the other hand, the provided breakfast was at the low end of expectations. But it sufficed.

10

Derk

Aug 27, 2025

·

Stayed 1 night

The pool and hot tub were great. The breakfast was very good

10

Mark

Aug 1, 2025

·

Stayed 1 night

Clean, comfortable, hot breakfast including bacon and pancakes, free EV charging

10

Louis

Jun 24, 2024

·

Stayed 1 night

Accommodated our request for ground floor due to walking problems. Excellent breakfast buffet. Friendly staff, especially Ryan at front desk, explaining amenities.

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AI-generated summary based on recent guest reviews

Month	Average price
January	$107
February	$111
March	$112
April	$123
May	$136
June	$187
July	$164
August	$151
September	$157
October	$139
November	$112
December	$107

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15 $143	16 $177	17 $210	18 $228	19 $210
20 $122	21 $111	22 $134	23 $152	24 $177	25 $230	26 $150
27 $113	28 $112	29 $126	30 $181

Su	Mo	Tu	We	Th	Fr	Sa
				1 $179	2 $164	3 $169
4 $114	5 $110	6 $113	7 $111	8 $158	9 $176	10 $167
11 $122	12 $103	13 $106	14 $143	15 $112	16 $182	17 $195
18 $112	19 $122	20 $124	21 $112	22 $127	23 $133	24 $117
25 $110	26 $112	27 $114	28 $114	29 $117	30 $114	31 $110

Select dates to see prices and availability

Monthly average prices

About this property

Location

Room options

Suite, 1 King Bed, Kitchen

Standard Room, 1 King Bed, Refrigerator

Suite, 1 King Bed, Refrigerator & Microwave

Standard Room, 2 Queen Beds, Accessible

Standard Room, 2 Queen Beds, Refrigerator

Suite, 1 King Bed, Jetted Tub

Guest reviews

Fabulous

Who stays here?

What guests think

Property Policies

Check-in instructions

Good to know

Optional extras

FAQs about Best Western Windsor Inn

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Prices for upcoming dates