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Reviews of Winchester Inn 5 stars

35 South 2nd Street, Ashland, OR 97520, United States

#4 of 26 hotels in Ashland

Guests' Choice

Review score

Based on 335 hotel reviews

9.4

Score breakdown

  • Cleanliness

    9.7

  • Comfort

    9.7

  • Location

    9.8

  • Facilities

    9.5

  • Staff

    9.8

  • Value for money

    9.1

  • Free WiFi

    9.0

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Showing 1 – 25

  • Reviewed: 30 April 2024

    10
    Loved it!
    • Leisure trip
    • Group
    • Comfort Triple Room with Shower
    • Stayed 1 night
    • Submitted via mobile

    The breakfast was exceptional and the rooms so cute and comfortable. Staff was so friendly

    Stayed in April 2024

  • Reviewed: 29 April 2024

    10
    A hidden gem in the heart of Ashland!
    • Leisure trip
    • Couple
    • Queen Room
    • Stayed 1 night
    • Submitted via mobile

    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

  • Reviewed: 29 April 2024

    10
    Friendly staff; attention to details.
    • Leisure trip
    • Couple
    • King Room with Balcony
    • Stayed 2 nights
    • Submitted via mobile

    Everything: The quality and extra touches really made it a wonderful experience.

    Stayed in April 2024

  • Reviewed: 21 April 2024

    10
    We always enjoy staying at the Winchester - great stopover between SFO and PDX.
    • Leisure trip
    • Couple
    • Two-Bedroom Suite
    • Stayed 1 night

    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

  • Reviewed: 16 April 2024

    9.0
    Superb
    • Business trip
    • Couple
    • King Room
    • Stayed 2 nights
    • Submitted via mobile

    Nothing

    Great location. Breakfast is amazing. Staff are friendly and helpful. Rooms are comfortable. We really enjoyed our stay.

    Stayed in April 2024

  • Reviewed: 15 April 2024

    10
    The Inn in romantic, spectacular, friendly, comfortable, well-located and delicious!
    • Leisure trip
    • Couple
    • Standard Queen Room
    • Stayed 2 nights

    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

  • Reviewed: 12 April 2024

    10
    Beautiful and relaxing
    • Leisure trip
    • Couple
    • Queen Room
    • Stayed 1 night

    Perfect location, beautiful grounds and rooms. Delicious breakfast!

    Stayed in March 2024

  • Reviewed: 30 March 2024

    9.0
    Enjoyed our stay at this beautiful, historic inn with an excellent breakfast.
    • Leisure trip
    • Couple
    • Standard Queen Room
    • Stayed 1 night
    • Submitted via mobile

    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

  • Reviewed: 16 March 2024

    10
    Exceptional
    • Leisure trip
    • Couple
    • Double Room with Garden View
    • Stayed 4 nights

    Honestly, 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

  • Reviewed: 14 March 2024

    9.0
    Highly recommended place to stay in Ashland
    • Leisure trip
    • Couple
    • Standard Queen Room
    • Stayed 1 night
    • Submitted via mobile

    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

  • Reviewed: 10 March 2024

    10
    Will definitely return
    • Leisure trip
    • Couple
    • Triple Room with Bath
    • Stayed 2 nights
    • Submitted via mobile

    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

  • Reviewed: 7 March 2024

    10
    Excellent. Will stay again
    • Leisure trip
    • Couple
    • King Room
    • Stayed 1 night

    Nothing

    Rooms are lovely, breakfast is amazing and great location

    Stayed in March 2024

  • Reviewed: 6 March 2024

    10
    Will always stay there if available.
    • Leisure trip
    • Couple
    • Queen Room
    • Stayed 4 nights

    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

  • Reviewed: 26 February 2024

    10
    I’ve already recommended to two different people that it was a lovely stay! We are locals here in As
    • Leisure trip
    • Couple
    • Standard Queen Room
    • Stayed 2 nights
    • Submitted via mobile

    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

  • Reviewed: 21 February 2024

    10
    Amazing Breakfast!!!!
    • Leisure trip
    • Solo traveller
    • Triple Room with Bath
    • Stayed 3 nights
    • Submitted via mobile

    Breakfast!!! Wonderful staff in the morning!!!

    Stayed in February 2024

  • Reviewed: 4 February 2024

    10
    Exceptional
    • Leisure trip
    • Couple
    • Queen Room
    • Stayed 1 night
    • Submitted via mobile

    Loved it all

    Stayed in January 2024

  • Reviewed: 28 January 2024

    9.0
    Superb
    • Leisure trip
    • Couple
    • Double Room with Garden View
    • Stayed 1 night

    Great breakfast. Wish they could start a little earlier than 8am, but it's worth delaying getting back on the road.

    Stayed in January 2024

  • Reviewed: 17 January 2024

    10
    Love it here!
    • Leisure trip
    • Family with young children
    • Standard Queen Room
    • Stayed 1 night
    • Submitted via mobile

    Comfy bed, clean room and EXCELLENT breakfast!

    Stayed in January 2024

  • Reviewed: 16 January 2024

    10
    Perfect break from everything. A fantastic stay in the middle of my drive between SoCal and Seattle.
    • Leisure trip
    • Solo traveller
    • Deluxe King Suite
    • Stayed 1 night

    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

  • Reviewed: 6 January 2024

    10
    Great location to down town , can walk to restaurants and shopping. The old Victorian house was so lovely and impressive
    • Leisure trip
    • Solo traveller
    • Queen Room
    • Stayed 1 night
    • Submitted via mobile

    Limited parking but for off season it worked out fine

    The off season price was amazing, the breakfast was extremely good. It was like a mini honeymoon suite for just me. I was very impressed

    Stayed in October 2023

  • Reviewed: 4 January 2024

    10
    The only place I will stay when I come through Ashland. I look forward to my next visit.
    • Leisure trip
    • Couple
    • Standard Queen Room
    • Stayed 1 night
    • Submitted via mobile

    Absolutely everything. The property was impeccably maintained, the furnishing details were excellent, the location was in the heart of town, staff were attentive and the food was top class. The breakfast was the cherry on the top. They even booked breakfast times so that it did not get crowded. The breakfast preparation was so good.

    Stayed in December 2023

  • Reviewed: 21 November 2023

    10
    Exceptional
    • Leisure trip
    • Couple
    • Standard Queen Room
    • Stayed 1 night

    great breakfast

    Stayed in November 2023

  • Reviewed: 20 November 2023

    10
    Comfortable stay with two amazing meals!
    • Leisure trip
    • Solo traveller
    • Standard Queen Room
    • Stayed 1 night
    • Submitted via mobile

    The room was nicely appointed. The bed was very comfortable and the bathroom was spacious. Most of all, the restaurant Alchemy, is fantastic!

    Stayed in November 2023

  • Reviewed: 13 November 2023

    10
    Very comfortable lodging option for Ashland!
    • Leisure trip
    • Solo traveller
    • Queen Studio
    • Stayed 4 nights

    Excellent 2-course breakfast with coffee and juice. Excellent bar, but it closes by 10pm so its still quiet in near-by rooms for sleeping. Great neighborhood and you can easily walk to theatre venues. Excellent restaurants close-by, as well as bookstore, pharmacy and more. Very responsive staff throughout the inn from Front Desk, restaurant, housekeeping, groundskeeper. This is my second stay and my first choice for Ashland.

    Stayed in November 2023

Showing 1 – 25

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