Winchester Inn Boutique

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35 South 2nd Street, Ashland, OR, 97520, US

Phone: (541) 488-1113


The Winchester Inn

The New York Times has described the Winchester Inn as “Ashland's premier historic inn.”
Affordable excellence. An award-winning, family-owned, landmark hotel for over 30 years.

Established in 1983, the Winchester Inn has provided luxury and comfort with a touch of familiarity and a feeling of home to thousands of guests.

The 21-room inn offers guests supreme levels of quality, luxury, and service.
- rooms
- suites
- cottages
- tiered English gardens
Convenient access to shopping, art galleries, and the Oregon Shakespeare Festival in downtown Ashland.

Complimentary breakfast for our in-house guests. Make your memories with us!


We thoroughly enjoyed our short stay here! The Marjorie Roy Room was beautifully furnished, very comfortable, and clean. The attention to detail is outstanding - plenty of outlets, in-room tea and coffee, and the ability to stream our own content providers. Top-notch service, substantial breakfast, and a central but quiet location. I look forward to our next stay there!

— Tina Madison. December 2022

Wonderful friendly staff. The rooms are all unique. We stayed in the patio room. The restaurant in the hotel was delicious 😋. Our 2-course breakfast was yummy. The location is perfect, right in the middle of everything, only a few minutes walk from shops, plays, and restaurants. Highly recommended. I will always stay at the Winchester Inn when I visit Ashland again.

— Cori Hirashima-Boettger (Blingbling). October 2022

We stayed for 2 nights in the Hargadine. The place was clean and comfortable with a nice bathroom. The innkeepers were really sweet and accommodating. The Alchemy restaurant downstairs is wonderful! They make a 2-course breakfast to order with your reservation and we decided to reserve again for dinner that same day. Great location. It’s close to a lot of shops and restaurants. I would definitely stay here again.

— Amanda. February 2023

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