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The Winchester Inn

Certificate of Excellence
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35 South Second St., Ashland, OR 97520
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194 reviews from our community

Traveler rating
    167
    19
    3
    2
    3
See reviews for
22
117
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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Walnut Creek, California
Top Contributor
92 reviews 92 reviews
8 hotel reviews
56 helpful votes 56 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

I was surprised to try a search for Artisan Restaurant at the Winchester Inn in Ashland and come up with nothing. Six of us dined there in May before going to an excellent play and we were WOWed by the service and the food. The restaurant had been recommended by several local residents and it proved to be superb. Had... More 

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Eugene, Oregon
Contributor
13 reviews 13 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed April 20, 2015

The Winchester Inn has twenty rooms housed in two Victorian homes, a carriage house, and a new building. We have three wonderful stays over the past four years. A lovely breakfast starting with a sweet roll and fruit and then a choice from three entrees is included with the room. The dining room has large windows on three sides overlooking... More 

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Los Angeles, California
Contributor
12 reviews 12 reviews
7 hotel reviews
15 helpful votes 15 helpful votes
5 of 5 stars Reviewed April 20, 2015

We were in Ashland, as so many are, for the Shakespeare Festival Theatre. The Winchester is the perfect location, an easy walk to the theater and a short stroll to the main area of restaurants and retail in Ashland. Remember this is an Inn, not a hotel, so it is very individual in its furnishings and amenities. It is cozy,... More 

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2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed February 11, 2015

My boyfriend and I came down to Ashland for a little birthday getaway. I have friends here and my mom lives just a couple hours away. We stayed at the Winchester Inn and thank goodness we did. First of all, Ashland is a beautiful little city, surrounded by stunning scenery, architecture and history. As is the Winchester Inn. The staff... More 

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Redding, California, United States
Senior Reviewer
10 reviews 10 reviews
4 hotel reviews
10 helpful votes 10 helpful votes
5 of 5 stars Reviewed January 28, 2015

A great trip from start to finish. Beautifully decorated, very nice people who work there. The rooms are roomy and comfy. Nice amenities. Luxurious linens. Cookies every night. Walking distance to town and all the wonderful shops there.

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Berkeley, California
Contributor
17 reviews 17 reviews
8 hotel reviews
14 helpful votes 14 helpful votes
3 of 5 stars Reviewed January 14, 2015

We recently stayed 3 nights at the Winchester Inn. We had beed at the hotel last spring to purchase wine from their shop and had visited two rooms in the main building and were looking forward to being able to stay there this month. Unfortunately, our room did not live up to our expectations. Here are the issues we had... More 

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2 reviews
5 of 5 stars Reviewed January 6, 2015

We were staying in the 'new suite', it is a remodeled small unit, not part of the main house. The exterior appearance is unimpressive, however once inside we were impressed with coziness of both bed rooms and living room. Love the stay, and definitely will stay with the inn next trip.

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Contributor
12 reviews 12 reviews
4 hotel reviews
11 helpful votes 11 helpful votes
5 of 5 stars Reviewed January 4, 2015

This was really a wonderfull New Years eve. The inn is quaint clean and the service was impeccable. Truly a perfect place for a romantic getaway for couples. Ashland itself we found clean and friendly.

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Victoria, Canada
Senior Contributor
35 reviews 35 reviews
10 hotel reviews
21 helpful votes 21 helpful votes
5 of 5 stars Reviewed January 2, 2015

We recently stayed at the Winchester on two separate ocassions and both times we were impressed with the quality of our room - we opted to stay in the same room on both visits - and the spectacular breakfasts. The service was great and we really appreciated the cookies and macaroons. We are already looking forward to our next visit.

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Florence, Oregon
Senior Contributor
39 reviews 39 reviews
15 helpful votes 15 helpful votes
4 of 5 stars Reviewed December 3, 2014

My husband and I stayed at this Inn for the first time just before Thanksgiving; this was low season & prices for the rooms are pretty good. We stayed in the Fordyce suite; beautiful bathroom with a 2 person spa & shower. Comfortable room with a view of the gazebo. It's in the main house so there was a little... More 

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