Reviews of Winchester Inn 5 stars
35 South 2nd Street, Ashland, OR 97520, United States

Loading
Guests also reviewed these properties:
How guest reviews work
Each review score is between 1-10. To get the overall score that you see, we add up all the review scores we’ve received and divide that total by the number of review scores we’ve received. We use a weighted review system which means that the more recent the review, the bigger the impact on the total review score calculation. In addition, guests can give separate ‘subscores’ in crucial areas, such as location, cleanliness, staff, comfort, facilities, value for money and free Wi-Fi. Note that guests submit their subscores and their overall scores independently, so there’s no direct link between them.
You can review an Accommodation that you booked through our Platform if you stayed there or if you arrived at the property but didn’t actually stay there. To edit a review you’ve already submitted, please contact our Customer Service team.
We have people and automated systems that specialise in detecting fake reviews submitted to our Platform. If we find any, we delete them and, if necessary, take action against whoever is responsible.
Anyone else who spots something suspicious can always report it to our Customer Service team, so our Fraud team can investigate.
Ideally, we would publish every review we receive, whether positive or negative. However, we won’t display any review that includes or refers to (among other things):
- Politically sensitive comments
- Promotional content
- Illegal activities
- Personal or sensitive information (e.g. emails, phone numbers or credit card info)
- Swear words, sexual references, hate speech, discriminatory remarks, threats, or references to violence
- Spam and fake content
- Animal cruelty
- Impersonation (e.g. if the writer is claiming to be someone else)
- Any violation of our review guidelines.
To make sure reviews are relevant, we may only accept reviews that are submitted within 3 months of checking out, and we may stop showing reviews once they’re 36 months old – or if the Accommodation has a change of ownership.
An Accommodation may choose to reply to a review.
When you see multiple reviews, the most recent ones will be at the top, subject to a few other factors (what language a review is in, whether it’s just a rating or contains comments as well, etc.). If you like, you can sort and/or filter them (by time of year, review score, etc.).
We sometimes show external review scores from other well-known travel websites. We make it clear when we’ve done this.
Guidelines and standards for Reviews
These guidelines and standards aim to keep the content on Booking.com relevant and family-friendly without limiting expression of strong opinions. They are also applicable regardless of the sentiment of the comment.
Contributions should be travel related. The most helpful contributions are detailed and help others make better decisions. Please don’t include personal, political, ethical, or religious commentary. Promotional content will be removed and issues concerning Booking.com’s services should be routed to our Customer Service or Accommodation Service teams.
Contributions should be appropriate for a global audience. Please avoid using profanity or attempts to approximate profanity with creative spelling, in any language. Comments and media that include 'hate speech', discriminatory remarks, threats, sexually explicit remarks, violence, and the promotion of illegal activity are not permitted.
All content should be genuine and unique to the guest. Reviews are most valuable when they are original and unbiased. Your contribution should be yours. Booking.com property partners should not post on behalf of guests or offer incentives in exchange for reviews. Attempts to bring down the rating of a competitor by submitting a negative review will not be tolerated.
Respect the privacy of others. Booking.com will make an effort to obscure email addresses, telephone numbers, website addresses, social media accounts, and similar details.
The opinions expressed in contributions are those of Booking.com customers and properties and not of Booking.com. Booking.com does not accept responsibility or liability for any reviews or responses. Booking.com is a distributor (without any obligation to verify) and not a publisher of these comments and responses.
By default, reviews are sorted based on the date of the review and on additional criteria to display the most relevant reviews, including but not limited to: your language, reviews with text, and non-anonymous reviews. Additional sorting options may be available (by type of traveller, by score, etc.).
Translations disclaimer
This service may contain translations powered by Google. Google disclaims all warranties related to the translations, express or implied, including any warranties of accuracy, reliability, and any implied warranties of merchantability, fitness for a particular purpose and non-infringement.
Reviewed: 2 September 2025 · Stayed in September 2025
Verified reviewThe staff were pleasant. The breakfast was nice. The general location of the hotel is great if you are going to the festival -- just a short walk away. The main buildings and gardens were cute and well kept. The Duet Suite does have two bedrooms and bathrooms. Once we were able to move to a room in the main hotel, we enjoyed our stay.
We booked the Duet Suite. While the hotel website states it is in an alley, I was not prepared for being in an outbuilding across an alley from the main hotel with parked cars, power lines, and a line up of garbage cans on one side and two porta-potties on the other. Yes, it has a little patio, but it is a sad location. We thought we had booked a cute boutique hotel so this was a real disappointment. In addition, when we entered the room, we were met with an immediate pervasive musty smell. They provided an air purifier but it did not remove the smell. After two nights we were able to switch to a room in the main hotel, and that was lovely.
Reviewed: 2 September 2025 · Stayed in July 2025
Verified reviewReviewed: 29 August 2025 · Stayed in August 2025
Verified reviewReviewed: 27 August 2025 · Stayed in August 2025
Verified reviewThe staff was very friendly and professional! The food was spectacular.
Reviewed: 23 August 2025 · Stayed in July 2025
Verified reviewReviewed: 17 August 2025 · Stayed in August 2025
Verified reviewReviewed: 16 August 2025 · Stayed in August 2025
Verified reviewThe breakfast was absolutely fantastic! The bathroom with all the products, the lush sheets and balcony, in room coffee - all were wonderful. Thank you!
Reviewed: 15 August 2025 · Stayed in August 2025
Verified reviewThe staff see to every detail. We felt as though we were living in luxury! Location was perfect and the grounds are beautiful.
Can’t think of a thing!
Reviewed: 14 August 2025 · Stayed in July 2025
Verified reviewReviewed: 12 August 2025 · Stayed in August 2025
Verified reviewWe love this inn & have stayed there many times. The staff is wonderful & food exceptional.
We did not like our room this last time & will choose one we have stayed in before. This room was smaller & difficult to get around.
Reviewed: 12 August 2025 · Stayed in July 2025
Verified reviewReviewed: 12 August 2025 · Stayed in August 2025
Verified reviewReviewed: 10 August 2025 · Stayed in August 2025
Verified reviewCentral location with easy access to OSF theaters. Very comfortable room, lovely breakfast. Would stay here again.
Reviewed: 6 August 2025 · Stayed in August 2025
Verified reviewBeautiful property, charming room, great location, tasty made-to-order (not a buffet!) breakfast. Easy and safe parking.
I received a great last minute discount from Booking.com for this room. It would have been out of my price range otherwise.
Reviewed: 6 August 2025 · Stayed in August 2025
Verified reviewThe room was beautiful (bright and spacious and great location) and the breakfast is far beyond what any normal breakfast at a hotel is.
The bed is simply too soft and not supportive. If people traveling have any back issues and need a supportive bed this may not be the place for you. We stayed here two years ago (when my back wasn’t as bad) and I recall the bed being quite soft. This time I had to make the pull out sofa in the middle of the night to fall asleep
Reviewed: 5 August 2025 · Stayed in August 2025
Verified reviewThis was the most beautiful hotel! The owners and staff paid attention to elevate every detail.
There was nothing to criticize. I will stay longer on my next stay.
Reviewed: 1 August 2025 · Stayed in July 2025
Verified reviewReviewed: 31 July 2025 · Stayed in July 2025
Verified reviewGreat location. Friendly staff and good breakfast!
It’s very old. Creaky floor, full carpet and small room.
Reviewed: 28 July 2025 · Stayed in July 2025
Verified reviewReviewed: 27 July 2025 · Stayed in July 2025
Verified reviewenjoyed sitting in the bar and having delicious drinks and a light dinner
Everything was great!
Reviewed: 27 July 2025 · Stayed in July 2025
Verified reviewReviewed: 27 July 2025 · Stayed in July 2025
Verified reviewWe love to stay here. It’s close to downtown.
Reviewed: 26 July 2025 · Stayed in July 2025
Verified reviewReviewed: 26 July 2025 · Stayed in June 2025
Verified reviewReviewed: 24 July 2025 · Stayed in July 2025
Verified review