9.4

Reviews of Winchester Inn 5 stars

35 South 2nd Street, Ashland, OR 97520, United States

  • Linda

    Reviewed: 2 September 2025 · Stayed in September 2025

    Verified review

    The 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.

  • Michelle

    Reviewed: 2 September 2025 · Stayed in July 2025

    Verified review
  • Nancy

    Reviewed: 29 August 2025 · Stayed in August 2025

    Verified review
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  • June

    Reviewed: 27 August 2025 · Stayed in August 2025

    Verified review

    The staff was very friendly and professional! The food was spectacular.

  • Anonymous

    Reviewed: 23 August 2025 · Stayed in July 2025

    Verified review
  • Mark

    Reviewed: 17 August 2025 · Stayed in August 2025

    Verified review
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  • Leslie

    Reviewed: 16 August 2025 · Stayed in August 2025

    Verified review

    The breakfast was absolutely fantastic! The bathroom with all the products, the lush sheets and balcony, in room coffee - all were wonderful. Thank you!

  • Kris

    Reviewed: 15 August 2025 · Stayed in August 2025

    Verified review

    The 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!

  • Kathleen

    Reviewed: 14 August 2025 · Stayed in July 2025

    Verified review
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  • Miriam

    Reviewed: 12 August 2025 · Stayed in August 2025

    Verified review

    We 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.

  • Wendy

    Reviewed: 12 August 2025 · Stayed in July 2025

    Verified review
  • Simpson

    Reviewed: 12 August 2025 · Stayed in August 2025

    Verified review
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  • Peter

    Reviewed: 10 August 2025 · Stayed in August 2025

    Verified review

    Central location with easy access to OSF theaters. Very comfortable room, lovely breakfast. Would stay here again.

  • Bridget

    Reviewed: 6 August 2025 · Stayed in August 2025

    Verified review

    Beautiful 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.

  • Anna

    Reviewed: 6 August 2025 · Stayed in August 2025

    Verified review

    The 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

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  • Grafiada

    Reviewed: 5 August 2025 · Stayed in August 2025

    Verified review

    This 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.

  • Kathleen

    Reviewed: 1 August 2025 · Stayed in July 2025

    Verified review
  • Anonymous

    Reviewed: 31 July 2025 · Stayed in July 2025

    Verified review

    Great location. Friendly staff and good breakfast!

    It’s very old. Creaky floor, full carpet and small room.

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  • Michael

    Reviewed: 28 July 2025 · Stayed in July 2025

    Verified review
  • Carola

    Reviewed: 27 July 2025 · Stayed in July 2025

    Verified review

    enjoyed sitting in the bar and having delicious drinks and a light dinner

    Everything was great!

  • Ethan

    Reviewed: 27 July 2025 · Stayed in July 2025

    Verified review
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  • Gregory

    Reviewed: 27 July 2025 · Stayed in July 2025

    Verified review

    We love to stay here. It’s close to downtown.

  • Alison

    Reviewed: 26 July 2025 · Stayed in July 2025

    Verified review
  • Allison

    Reviewed: 26 July 2025 · Stayed in June 2025

    Verified review
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  • Kathleen

    Reviewed: 24 July 2025 · Stayed in July 2025

    Verified review
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