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Plan Your TripPlaces to StayHotels & MotelsThe Winchester Inn

The Winchester Inn

Ashland, Southern Oregon
35 S. Second St.
Ashland, Oregon 97520
(541) 488-1113
(800) 972-4991
Email
The Winchester InnWebsite
TripAdvisor Traveler Rating: 4.5/5 TripAdvisor Traveler Rating based on 297 reviews
Amenities
  • Restaurant / Lounge
  • Fireplace
  • Internet Access

TripAdvisor

  • TripAdvisor Rating
    December 22, 2022
    kenfN8501ZB

    Wife's Birthday

    I cannot express fully just how much we enjoyed our stay at the Winchester Inn. The room was perfect, and the bed and bedding are amazing. We enjoyed the service of the Inn whose staff made special treats available for my wife's birthday, accommodated us when we needed to get another half hour to check out, and helped us with local directions. A superb stay with a superb staff. We will be back again!

  • TripAdvisor Rating
    September 30, 2022
    stigger1

    We attend the OSF every year (since 2010) from Ca and we always stay at the Winchester Inn

    We love the Winchester Inn for several reasons. The employees are friendly, caring, and professional. We’ve become friends with several of them and have remained in touch with them during these past years. The rooms are spacious and quaint at the same time. The breakfasts are always tasty and diverse. The Winchester Inn is in close proximity to the OSF theaters, nice restaurants, shopping, and coffee shops. In addition to staying here every year, we also always go to it’s restaurant (Alchemy)!!! Great food and service!!

  • TripAdvisor Rating
    August 5, 2022
    UnagiUngai

    A wonderful and beautiful boutique Inn!!

    The Winchester Inn Is so beautiful, comfortable, and luxurious! I stayed in the Belvedere room for 5 days and it was unbelievably comfortable and beautiful. The bed is ultra Lux with a soft and cozy feather bed and down comforter and the bed is triple sheeted so it felt all the more luxurious because it's all clean and fresh for each new guest and that is something special! I wish every hotel did this! It also had a jacuzzi tub with a separate shower and big soft and fluffy towels, a comfy couch, a small dining table and a window seat with a view of the beautiful courtyard. The location is the best that Ashland has to offer because it's two short blocks to Shakespeare and dead center for everything you could want in downtown Ashland. Breakfast is as excellent as everything else here with a breakfast menu that changed every single day that I was there and everything was made fresh, perfectly prepared and delicious. To say that I was impressed is an understatement. The staff here is just lovely as well and nothing seems too much trouble! They were charming and accommodating at every turn and very well informed about where to go what to do and where to eat, really impressive! If you are trying to decide where to stay in Ashland then book here because you won't regret it.

  • TripAdvisor Rating
    June 19, 2022
    JillCallender

    Beautiful, comfortable and yummy!

    The room was charming, the food delicious and the customer service was exquisite! Easy walk to both the Oregon Shakespeare Festival and Lithia park. We stayed for 3 nights and had a really cozy rest, good bay window for reading over the twinkle lights of the garden.

  • TripAdvisor Rating
    April 4, 2022
    Travelnut1022

    A wonderful experience

    We have been to Ashland many times and have always stayed at another well known hotel. This time we chose the Winchester Inn and we were very pleased with our stay. A very comfortable, spacious room with a large bathroom and an excellent on site restaurant, The Alchemy. Everyone on staff was very friendly and helpful and we really enjoyed everything about our stay. Highly recommend!

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Recognition Programs

  • Oregon Restaurant & Lodging Association

Related Content

Alchemy Restaurant & Bar
Ashland, Southern Oregon
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