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The Winchester Inn

35 South Second St., Ashland, OR 97520
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The Winchester Inn
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The Winchester Inn
The Winchester Inn
The Winchester Inn
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190 reviews from our community

Traveler rating
    163
    19
    3
    2
    3
See reviews for
22
114
7
9
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
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There are newer reviews for The Winchester Inn
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Brookings, Oregon
1 review
5 of 5 stars Reviewed July 10, 2009

We love everything about the Winchester. The breakfast selection and quality is the best we've ever had. The location is perfect for the OSF plays and restaurants. The management and staff go out of their way to make us feel special. Also, the wine bar is really great. The rooms are all clean and very comfortable. What more can you... More 

Was this review helpful? Yes
California
1 review
5 of 5 stars Reviewed July 9, 2009

Location is ideal. The Barbara Howard Street is spacious and enjoyable. Breakfast is delicious and the service more than gracious.

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Rural SC
Top Contributor
60 reviews 60 reviews
12 hotel reviews
17 helpful votes 17 helpful votes
5 of 5 stars Reviewed July 5, 2009

This was our second time at the Winchester,and we enjoyed it just as much this time as in 2007. The Inn is three adjacent Victorian houses and gardens that have been converted to a lovely, welcoming Inn. The rooms are well appointed and comfortable, the shower was *great* and the bed was really comfortable with lovely linens and down comforter.... More 

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Toronto, Canada
Top Contributor
145 reviews 145 reviews
15 hotel reviews
148 helpful votes 148 helpful votes
5 of 5 stars Reviewed July 2, 2009

We had a wonderful stay at your inn. It's a very charming inn, very comfortable, friendly and helpful staff, and your restaurant was excellent. Our only regret is we couldn't stay longer. We wouldn't hesitate to stay at the Winchester Inn if we return to Ashland (a beautiful area) and would recommend it highly to anyone

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Lahaina Maui
Reviewer
3 reviews 3 reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed June 30, 2009

The Winchester is our place when we attend the Oregon Shakespeare Festival. Just a short, two-minute walk, from the festival trio of theaters, the Winchester has it all: fanciful but totally modern rooms, attentive staff and oh, those breakfasts. If you are tempted by the scrumptious scones, muffins and artfully presented fruits, keep in mind that if you don't want... More 

Was this review helpful? Yes 1
California
1 review
5 of 5 stars Reviewed June 29, 2009

Staying at the Winchester Inn is an experience you will never forget. It's the perfect blend of relaxation and fun. My friends and I have been traveling to Ashland for an annual get together for the past 21 years. We have stayed at various places over the years (other B&B's and hotels) until we happened upon The Winchester Inn. From... More 

Was this review helpful? Yes
Woodland, California
Top Contributor
53 reviews 53 reviews
16 hotel reviews
114 helpful votes 114 helpful votes
5 of 5 stars Reviewed June 26, 2009

A group of girlfriends have been going to Ashland for about 20 years, and after we discovered the Winchester Inn we never even considered staying anywhere else. We look forward to the leisurely breakfasts in the beautiful dining room (the scones on Sunday are to die for!), the beautiful rooms and soft beds, and the warm hospitality of Laurie and... More 

Was this review helpful? Yes
WinchesterInn, Manager at The Winchester Inn, responded to this review

Thank you for the kind words. It is always a pleasure to have you return. We'll be sure to have something wonderful waiting for you when we see you next year. Regards, Drew Gibbs More 

California
Senior Contributor
36 reviews 36 reviews
10 hotel reviews
19 helpful votes 19 helpful votes
5 of 5 stars Reviewed June 24, 2009

We go to Ashland every year to see three or four plays at the Oregon Shakespeare Festival, and we stay at the Winchester Inn every time. The inn is a convenient two blocks from the theaters. The breakfasts are fabulous, and the dinners are among the best in town. We stayed in a number of other places before trying the... More 

Was this review helpful? Yes
Portland, Oregon
Reviewer
3 reviews 3 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed June 22, 2009

The Winchester is a delightful, family-run, small hotel that is absolutely lovely. The location, ambiance, food, and, most of all, friendly staff cannot be beat. Don't miss it!

Was this review helpful? Yes
WinchesterInn, Manager at The Winchester Inn, responded to this review

I'm so glad you enjoyed your stay with us. We try our best to make sure that we can't be beat, and we've now got a new garden patio for the next visit. Hope to see you again soon. Best regards, Drew Gibbs More 

Mill Valley, CA
1 review
5 of 5 stars Reviewed June 21, 2009

We were on the wait list and were so pleased to receive the call letting us know about the availability of a room large enough to accomodate our family of four. The staff brought in a roll away bed and set it up each night for our daughter so it would not be in the way during the day. The... More 

Was this review helpful? Yes
WinchesterInn, Manager at The Winchester Inn, responded to this review

We always do everything we can to make our guests, and you, feel welcome and comfortable. I'm glad you enjoyed the Indian wine tasting. I know I have never tasted such unique wines before. We'll be sure to have something exciting happening the next time you are with us. Best regards, Drew Gibbs More 

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Additional Information about The Winchester Inn

Address: 35 South Second St., Ashland, OR 97520
Phone Number:
Location: United States > Oregon > Ashland
Price Range (Based on Average Rates): $
Number of rooms: 20
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