Reviews of Winchester Inn This rating is a reflection of how the property compares to the industry standard when it comes to price, facilities and services available. It's based on a self-evaluation by the property. Use this rating to help choose your stay!
35 South 2nd Street, Ashland, OR 97520, United States of America
#4 of 29 hotels in Ashland
Guests' ChoiceReview Score
Based on 340 hotel reviews
Score breakdown
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Cleanliness
9.7
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Comfort
9.7
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Location
9.8
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Facilities
9.5
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Staff
9.8
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Value for money
9.1
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Free Wifi
9.0
Verified guest reviews from real Bookers
Real Bookers. Real stays. Real opinions.
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Reviewed: June 22, 2024
Kathryn
United States of America2 Reviews“We were very comfortable in our room which situated us a brief walk to the theater and downtown.”The breakfast was absolutely wonderful. Everything was flavorful with many tantalizing choices. While our entrees were being prepared we enjoyed juice, coffee, fresh fruit and pastry. The dining room was delightful.
Stayed in June 2024
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Reviewed: June 10, 2024
Bernard
United States of America16 Reviews“This is a terrific place with a fantastic location, staff that goes beyond ones expectations.”The room we received had a bathroom that was just adequate for my wife. My wife has mobility limits and needed two more bars for assistance in getting in and out of the shower/bath combo. For seniors a high comfort toilet would be most appreciated as the current one is too low. The sink needs attention as its drain plug and faucet handle need adjustments.
The service by staff is outstanding. The property location cannot be beaten. The grounds are lovely. Breakfast is outstanding. The location is quiet yet near everything.
Stayed in June 2024
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Reviewed: June 1, 2024
Steven
United States of America21 Reviews3 helpful votes“Great place to stop midtrip between CA and WA.”Price from Booking.com did not include $29.74 taxes.
Great breakfast. Very accommodating. Friendly and helpful staff. Upgraded our room free.
Stayed in May 2024
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Reviewed: May 28, 2024
Sam
United States of America1 review“Luxurious getaway where we felt most at home at the Winchester Inn.”Gorgeous hotel right in town. We were amazed with the comfort of the room and the small gestures that helped us feel right at home. Breakfast was also fab! Will be staying here again.
Stayed in May 2024
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Reviewed: May 19, 2024
Patricia
United States of America42 Reviews“Lovely relaxing”Location
Stayed in May 2024
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Reviewed: April 30, 2024
Christine
United States of America1 review“Loved it!”The breakfast was exceptional and the rooms so cute and comfortable. Staff was so friendly
Stayed in April 2024
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Reviewed: April 29, 2024
Robert
United States of America26 Reviews2 helpful votes“A hidden gem in the heart of Ashland!”Absolutely nothing
The room was stunning, with an exceptionally comfortable bed and the room was spotlessly clean. Staff was friendly and professional, and the breakfast provided was so delicious! The chef is amazing. It is walking distance to many downtown restaurants and has beautiful gardens surrounding the Inn. They also offer free on site parking.
Stayed in April 2024
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Reviewed: April 29, 2024
Mark
United States of America17 Reviews“Friendly staff; attention to details.”Everything: The quality and extra touches really made it a wonderful experience.
Stayed in April 2024
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Reviewed: April 21, 2024
Laura
United States of America2 Reviews“We always enjoy staying at the Winchester - great stopover between SFO and PDX.”Meals are amazing - the Alchemy restaurant for dinner is destination dining. Breakfasts are equally good and a great value for travelers. The rooms are elegant and cozy and the staff are super helpful.
Stayed in February 2024
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Reviewed: April 16, 2024
Jon
United States of America2 ReviewsWonderfulNothing
Great location. Breakfast is amazing. Staff are friendly and helpful. Rooms are comfortable. We really enjoyed our stay.
Stayed in April 2024
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Reviewed: April 15, 2024
Jonathan
United States of America3 Reviews“The Inn in romantic, spectacular, friendly, comfortable, well-located and delicious!”Nothing
The staff was incredibly kind, helpful and friendly. The free breakfast was one of the best breakfasts I ever had. It was a high-end meal like you would receive at a 4 Seasons hotel. The location is right in the middle of the downtown but just far enough set back to be quiet and peaceful. The rates are very reasonable. I'm so happy I stayed at the Winchester Inn.
Stayed in April 2024
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Reviewed: April 12, 2024
Barbara
United States of America20 Reviews2 helpful votes“Beautiful and relaxing”Perfect location, beautiful grounds and rooms. Delicious breakfast!
Stayed in March 2024
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Reviewed: March 30, 2024
Nancy
United States of America20 Reviews3 helpful votes“Enjoyed our stay at this beautiful, historic inn with an excellent breakfast.”The bed was pillowy but too soft for my back. Not enough pillows. Office not available after 5:00 the day we were there. Off season price was ok because of the breakfast but high at other times. Restaurant prices very high. Food is excellent however.
Beautiful historic inn. Walkable to downtown shops and restaurants. Very clean. Beautiful lanndscaped grounds. Included breakfast was magnificent!! Good happy hour. Left me a beautiful plate of treats in the room for my birthday.
Stayed in March 2024
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Reviewed: March 16, 2024
Janine
United States of America9 ReviewsExceptionalHonestly, we have nothing negative to say!
We have nothing but wonderful things to say about out stay at The Winchester. The location is perfect, the hotel and rooms are beautiful. The staff are kind, thoughtful, friendly and attentive, and the breakfasts are absolutely delicious!
Stayed in March 2024
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Reviewed: March 14, 2024
Peter
Australia31 Reviews1 helpful vote“Highly recommended place to stay in Ashland”Nil
Beautiful building and rooms-well appointed and comfortable-great styling Very friendly staff-excellent happy hour in the bar and delicious breakfast-thoroughly recommend
Stayed in February 2024
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Reviewed: March 10, 2024
Rosie
United States of America13 Reviews“Will definitely return”Can’t think of anything other than the tv/roku setup. But we didn’t watch much tv
Everything. The atmosphere the service. The breakfast was delicious. Located 1 block from the shopping stip and all the restaurants.
Stayed in March 2024
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Reviewed: March 7, 2024
Pamala
United States of America2 Reviews“Excellent. Will stay again”Nothing
Rooms are lovely, breakfast is amazing and great location
Stayed in March 2024
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Reviewed: March 6, 2024
David
United States of America19 Reviews2 helpful votes“Will always stay there if available.”Marble floor in bathroom & shower was very pretty, but cold. Bring slippers!
Exceptional room, and hospitality, amazing food, and the perfect bar. All within walking distance to downtown Ashland.
Stayed in March 2024
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Reviewed: February 26, 2024
Carol
United States of America1 review“I’ve already recommended to two different people that it was a lovely stay! We are locals here in As”I checked with staff about early check out time & was told someone would be there at 7am. Wanted to thank you & check out in person-We had an obligation & had to get an early start-I left our room keys on the front desk.
Very good-kept us going until dinner!
Stayed in February 2024
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Reviewed: February 21, 2024
Addicott
United States of America18 Reviews2 helpful votes“Amazing Breakfast!!!!”Breakfast!!! Wonderful staff in the morning!!!
Stayed in February 2024
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Reviewed: February 4, 2024
Janis
United States of America7 ReviewsExceptionalLoved it all
Stayed in January 2024
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Reviewed: January 28, 2024
William
United States of America14 ReviewsWonderfulGreat breakfast. Wish they could start a little earlier than 8am, but it's worth delaying getting back on the road.
Stayed in January 2024
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Reviewed: January 17, 2024
Wendy
United States of America8 Reviews“Love it here!”Comfy bed, clean room and EXCELLENT breakfast!
Stayed in January 2024
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Reviewed: January 16, 2024
Chris
United States of America2 Reviews“Perfect break from everything. A fantastic stay in the middle of my drive between SoCal and Seattle.”I wish the breakfast hours were earlier, as I am leaving for long drives when I stay here.
Loved the breakfast and all the staff. The bartenders and cocktail menus are incredible.
Stayed in October 2023
