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The Winchester Inn

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222 Reviews from our TripAdvisor Community

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Showing 221: English reviews
Level Contributor
6 reviews
5 of 5 stars Reviewed 3 days ago NEW

We had dinner at the WInchester Inn in Ashland, OR earlier this week and had a terrific experience. The Inn is a very pretty property and the dining room was spacious and very well appointed. The wine list is very good, including, of course, a large number of Oregon Pinots, but had French, Spanish and Italians wines as well. The... More 

Helpful?
Thank jeff s
Huntington Beach, California
Level Contributor
62 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed 1 week ago

Convenient location for walking to Shakespeare Festival venues. Air conditioned, nicely decorated, superior quality bedding for a restful sleep. Refrigerator, coffee and Tea Forte in the room. Very helpful and friendly staff. Gourmet breakfast. Beautiful remodel and additions since we here last year: larger sitting area outside, bar for casual dining or late night snacks, huge suite with private entrance... More 

Helpful?
Thank HazelHB
Oklahoma City, Oklahoma
Level Contributor
26 reviews
14 hotel reviews
common_n_hotel_reviews_1bd8 16 helpful votes
5 of 5 stars Reviewed 2 weeks ago

Beautiful boutique hotel just off the main street(s) in Ashland. A series of stately old houses, beautifully restored. Large, very will appointed rooms with private deck for a glass of wine at the end of the evening. Only a few blocks to the theaters and park. We enjoyed our stay. It is quite expensive, but in August in Ashland, what... More 

Helpful?
Thank jwillner
Portland, OR
Level Contributor
58 reviews
28 hotel reviews
common_n_hotel_reviews_1bd8 38 helpful votes
5 of 5 stars Reviewed 3 weeks ago via mobile

We have been coming to Ashland for the OSF for many years, and have stayed at many (most) of the lodgings in and around town - but not any more. For the last 8 years, our "home" has been at The Winchester Inn. Believe the reviews. From the warm welcome from the owners, to the gourmet breakfasts (included) to the... More 

Helpful?
Thank mdwpdx
Washington DC, District of Columbia
Level Contributor
209 reviews
37 hotel reviews
common_n_hotel_reviews_1bd8 66 helpful votes
5 of 5 stars Reviewed July 3, 2016

The inn has grown with the addition of a bigger restaurant, remodeled gardens and a larger bar area. It's added a happy hour ($5 martinis and manhattans), and still offers guests a magnificent and calorific breakfast. Service is excellent and the baked goods offered in place of nightly chocolates are a good sweet touch. The owners continue to improve on... More 

Helpful?
Thank Lanxlad
Teaneck, New Jersey
Level Contributor
148 reviews
24 hotel reviews
common_n_hotel_reviews_1bd8 32 helpful votes
5 of 5 stars Reviewed June 28, 2016

The room was spacious, the bed sheets luxurious, the breakfast (included) was delicious and very generously sized, the staff super accomodating. They picked up our theatre tickets though we were told that we would have to. Their assistance in giving suggestions for traveling, wine tasting and local sights demonstrated great knowledge and thoughtfulness. Kudos to the Winchester Inn.

Helpful?
Thank Eileen E
Jacksonville, Oregon
Level Contributor
124 reviews
13 hotel reviews
common_n_hotel_reviews_1bd8 58 helpful votes
5 of 5 stars Reviewed April 20, 2016

...and enjoy a chilled white with your lovely meal. Historic building, pleasant ambiance, delicious food. Since I live nearby, I didn't stay here, but I definitely recommend it for drinks and dinner with friends.

Helpful?
Thank Annazonita
Eureka, California
Level Contributor
11 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed April 1, 2016 via mobile

Huge thank you to all of the owners & staff at The Winchester Inn & Alchemy for making our stay so special! Drew, Cate, Laurie and Dena provided us with such beautiful accommodations and the absolute best service. We even had the pleasure of chatting with their Bar Manager, Jen, who makes incredible cocktails! If you're staying in Ashland, you... More 

Helpful?
Thank chai892
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
2 of 5 stars Reviewed January 15, 2016

Honestly I have never written a review but my experience was dreadful! I came to Ashland to look at rentals as I planned to relocate. Upon arrival I found NO parking. But that was the least of it! I was confounded when I found the phone in my room did not work... matter fact none of them did. So as... More 

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1 Thank Pamela G
Tucson, Arizona
Level Contributor
12 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed December 31, 2015 via mobile

Our visit was perfect. The Winchester Inn is ideally located just steps from Main Street with shopping and restaurants. Our room was beautiful, comfortable and full of amenities. The gourmet breakfasts were huge and delicious. And the treats in the afternoon were such a nice touch. This was a great choice!

Helpful?
Thank billdenised86
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Amenities

Highlights
  • Restaurant
  • Free Breakfast
  • Bar/Lounge
  • Free Parking
  • Free High Speed Internet ( WiFi )
Things to do
  • Restaurant
  • Bar/Lounge
Room types
  • Suites
  • Non-Smoking Rooms
  • Family Rooms
In your room
  • Air Conditioning
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
Services
  • Free Breakfast
  • Free Parking
  • Business Center with Internet Access
Official Description (provided by the hotel)
The Winchester Inn offers luxury accommodations, affordable excellence, the restaurant features local ingredients with global inspiration, craft cocktails and boutique wines. We are the only Wine Spectator Award Winning restaurant in Ashland as well as the only restaurant with a Certified Sommelier on staff. Top Chef of 2012 - Pamela Lanier's B&B Guide. ... more   less 

Additional Information about The Winchester Inn

Address: 35 S 2nd St, Ashland, OR 97520-2877
Location: United States > Oregon > Ashland
Price Range: $225 - $362 (Based on Average Rates for a Standard Room)
Hotel Class:3 star — The Winchester Inn 3*
Number of rooms: 20
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