The Winchester Inn (Ashland, OR): See 136 Reviews and 31 Photos

Address: 35 South Second St., Ashland, OR 97520

Phone Number:

Region: United States > Oregon > Ashland

Amenities:

Bar/Lounge Business Centre Free Breakfast Free High-Speed Internet Free Parking Restaurant Suites

Hotel Style:

Ranked #9 of 36 B&Bs / Inns in Ashland

Price range (per night): RM658 - 1,202

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.Pamela Lanier's B&B Guide just announced us as Top Chef of 2012. ... more less

Reservation Options:: TripAdvisor is proud to partner with Priceline, Hotwire, Agoda and Tingo so you can book your The Winchester Inn reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.

901Anonymous

Portland, Oregon

1 review

“Lovely, but a small request!”

Reviewed 19 May 2013 NEW

Excellent overall. The staff and room were incredibly beautfiul! However, I felt that my stay could've been greatly enhanced by the addition of cookies in the afternoon. At a previous B & B, the cookies they served were not only delicious, but made me feel at home.

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AngusDad

Reviewer

4 reviews

Reviews in 3 cities

“So convenient”

Reviewed 11 May 2013

My wife and I have stayed at the Winchester Inn at least a dozen times as we come yearly to the Shakespeare Festival. It never disappoints. The rooms are wonderful and deferred maintenance is unheard of. Proximity to the festival theaters could hardly be better and the food is great. It's a keeper that gets better each year.

Pamela L

Portland, OR

2 reviews

Reviews in 2 cities

1 helpful vote

“Great breakfast--Poor experience”

Reviewed 14 March 2013

The Winchester Inn is set on a steep hill one block from downtown Ashland. Steep flight of steps to the entrance and very steep, long flight of steps to the second floor where many of the rooms are located. Our room was tiny, dominated by a high bed that required a step-stool (provided), to climb into. All in all not... More

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I am thrilled to hear that you loved your breakfast! However, I am terribly sorry that you had troubles with the property. While it is true that we do sit on a hill, we do have many older clientele join us every year. We are happy to help facilitate in anyway possible, such as getting you a ground floor room.... More

jean19811

Klamath Falls, Oregon

“Dickens Feast”

Spent a magical weekend at the Winchester Inn during their annual Dickens Feast. Their beautiful, highest quality guest rooms to the fabulous meals was just heaven. Then add the lovely Christmas decorations, and the live vocal entertainment what a wonderful way to start the holiday season. We will be back again next year!!

This last year marked the 30th annual Dickens' Feast, and I have to agree that it was a special one. I'm so glad to hear that you enjoyed your meal, as our Chef Billy, has been working hard to find that magical balance between new and familiar. Thanks for the kind words, and we are already hard at work for... More

iGuy

Victoria

Top Contributor

119 reviews

62 hotel reviews

Reviews in 50 cities

106 helpful votes

“Absolutely Awesome & then some!”

Reviewed 8 March 2013

The Winchester Inn provides the perfect balance of historical ambience and modern comfort. Throw in a liberal dash of great service and voila - perfection! Comfortable beds with amazing linens Well maintain, spotless rooms Central location Simply Divine breakfasts Great Specials I could go on.... Thanks Winchester Inn - we'll be back!

See 2 more reviews by iGuy for Ashland

Thanks for the kind words! Everyone does their utmost in making sure that we strive for that level of perfection that you seemed to have found. I hope you get the chance to join us again soon! Regards, Drew Gibbs General Manager Certified Sommelier More

globetrek2011

Senior Reviewer

6 reviews

5 hotel reviews

Reviews in 6 cities

9 helpful votes

“Wonderful stay!! Glad they have updated the website.”

Reviewed 19 February 2013

The Winchester is TOTALLY great and only reason I am not giving it a 5 star review is because of misleading information on the website. I SWEAR I read the website more than twice and the Garden Room was listed on the website as having a bathtub, which it does not. I really wanted a bathtub. I really like baths... More

Thanks for joining us! Our bartender (we love him too) is Eoin (pronounced Owen). And, we'll work on that private room with one table and a coffee pot! However, in all seriousness, we do tend to have the bar available, which has the coffee bar set up, and if you are looking for a little extra privacy we would be... More

grapdad

163 reviews

70 hotel reviews

Reviews in 91 cities

200 helpful votes

“Our best stay yet”

Reviewed 13 February 2013

We have stayed at the Winchester for years on trips to Phoenix and Palm Desert. Honestly? This was the best stay yet. We stayed in the Robert Gordon Suite in the right building of the property. Fresh flowers, ice, and muffins awaited out arrival. With gas fireplace, and front Living Room (where I write this), the stay was exceptional. But... More

See 2 more reviews by grapdad for Ashland

grapdad has 1 more review of The Winchester Inn

“Spectacular Stay”

Reviewed 27 February 2008

I agree that the beds are outstanding. I think that combined with our sheets they make a combination that is practically unbeatable. I hope that while this was your best stay yet that the next one trumps it. Thanks again for the kind words and hope that you can join us soon! Regards, Drew Gibbs General Manager Certified Sommelier More

Terry C

Bowen Island, Canada

Contributor

13 reviews

Reviews in 10 cities

7 helpful votes

“New Year's Eve in Ashland”

Reviewed 5 January 2013 via mobile

We have just returned home from spending the New Year in Ashland. We were last in Ashland in October and knew that we had to come back and spend a day to explore this beautiful and seemingly prosperous town. The Winchester Inn is a three (I think) building B&B with a total of about a dozen rooms - each from... More

Thank you for joining us for New Years! It is always a busy time and I'm thrilled to hear that you enjoyed it. Now that we've reopened the restaurant and bar I hope you have the chance to come and experience the face lift! Regards, Drew Gibbs General Manager Certified Sommelier More

Tod T

Chicago, Illinois

“Why do I love visiting Ashland?”

Reviewed 4 January 2013

Every time I come to Ashland (I'm up to nearly ten visits over the past 7 to 10 years), I stay at the Winchester Inn. Here are a few of the reasons why: great location, amazing accomodations (it's hard not to feel pampered), the most comfortable beds and seets I've ever slept in, extraordinary breakfasts (who ever writis about breakfast?!),... More

Tod T has 1 more review of The Winchester Inn

“Exceptional Experience”

Reviewed 11 September 2011

It is always a pleasure to soak up everything Ashland has to offer. I'm thrilled to hear that we continue to be one of those pleasures. I hope you have a chance to join us again soon! Regards, Drew Gibbs General Manager Certified Sommelier More

Christie R

Spokane, Washington, United States

“Did I Land in OZ?”

Reviewed 17 December 2012

Each time I have stayed in the Winchester I notice something newly added to the richness of decor, but somehow done in the most comfortable ways. What has not changed is the incredible standard of service. From a warm welcome upon arrival, to every personal need addressed throughout the stay...its impossible to miss the superior and authentic hospitality offered by... More

I will pass along the kind words to the staff. They take great pride in being able to offer the kind of service that always excels expectations. We hope you have a chance to join us again soon! Regards, Drew Gibbs General Manager Certified Sommelier More

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The Winchester Inn Reviews, Ashland

The Winchester Inn

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