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29/10/2017 30/10/2017
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    The Winchester Inn

    35 S 2nd St, Ashland, OR 97520
    (541) 631-5053
    Hotel website
    Lowest prices for your stay
    29/10/2017 30/10/2017
    Lock in the lowest price from our partners
    USD 269*
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    Traveller (63)
    Room & Suite (22)
    Dining (2)
    • Excellent87%
    • Very good9%
    • Average2%
    • Poor1%
    • Terrible1%
    Travellers talk about
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Non-Smoking Hotel
    3.5 Star Hotel
    All hotel details
    29 Oct.30 Oct.
    1 room, 2 adults, 0 children
    • Check booking site for details
      USD 269
      View Deal
    • Check booking site for details
      USD 269
      View Deal
    • Check booking site for details
      USD 269
      View Deal
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    Write a Review
    Reviews (241)
    There are newer reviews for The Winchester Inn
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    11 - 15 of 240 reviews

    Reviewed 25 March 2017

    This is a truly wonderful inn located in an gorgeous historic Victorian; we had a beautifully decorated room with a nice view of the gardens. It was spacious and well appointed. The owners and staff were wonderful and the place was very clean and homey....More

    1  Thank martinkp
    Reviewed 21 March 2017

    This tranquil inn is located only a couple of short blocks from the Oregon Shakespeare festival. It has been tastefully redecorated, but has some strange inconsistencies. The shower has a non-slip floor, but no grab bar. The heating in the room comes from a gas...More

    1  Thank yakherd
    Reviewed 16 February 2017

    The Inn was constructed in the late 1800's and is a true gem. There are multiple room choices, including family suites. Our stay was very comfortable and enjoyable. The restaurant Alchemy is a part of the property and is truly a 5 star experience. If...More

    Thank CraigAnd
    Reviewed 7 January 2017

    Upon checking in after a long day of traveling on the road, we went to relax in the room. All of the decorative pillows from the bed and floors were in a huge pile on the floor. There were no extra pillows in the room--only...More

    Thank Sarah J
    Reviewed 26 December 2016 via mobile

    Exceptionally well maintained/decorated inn. Very helpful staff, got us some last minute OSF tickets. Great location maybe 5 mins from theatres; but, quiet at night. Slow wifi. Great breakfast. The different rooms/ suites are very different, so look at what's available.

    Thank BostonRedSoxNation
    Ashland Hills Hotel & Suites
    581 reviews
    #1 of 19 hotels in Ashland
    Plaza Inn & Suites at Ashland Creek
    496 reviews
    #6 of 19 hotels in Ashland
    Stratford Inn
    638 reviews
    #4 of 19 hotels in Ashland
    Best Western Windsor Inn
    1,040 reviews
    #2 of 19 hotels in Ashland
    Awards & Recognition
    Certificate of Excellence
    • Top amenities
    • Free Parking
    • Restaurant
    • Breakfast included
    • Bar/Lounge
    • Free High Speed Internet ( WiFi )
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Room amenities
    • Air Conditioning
    • Things to do
    • Restaurant
    • Bar/Lounge
    • Price range
    • USD 219 - USD 398 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Room types
    • Suites ,
    • Non-Smoking Rooms ,
    • Family Rooms
    • Number of rooms
    • 20
    • Reservation Options
    • TripAdvisor is proud to partner with Travelocity, Expedia, Orbitz, Hotels.com, Priceline and Hotwire 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.
    • Location
    • United States >
    • Oregon >
    • Ashland
    Add Photo Photos
    Traveller (63)
    Room & Suite (22)
    Dining (2)
    Hotel & Grounds (55)
    Bathroom (1)
    Plaza Inn & Suites at Ashland Creek
    496 reviews
    .62 km away
    Best Western Windsor Inn
    1,040 reviews
    4.18 km away
    Stratford Inn
    638 reviews
    .42 km away
    Ashland Hills Hotel & Suites
    581 reviews
    4.12 km away
    Nearby Restaurants
    Larks Home Kitchen Cuisine
    572 reviews
    .14 km away
    Amuse Restaurant
    390 reviews
    .18 km away
    Alchemy Restaurant and Bar
    362 reviews
    .00 km away
    Smithfields Restaurant and Bar
    290 reviews
    .04 km away
    Nearby Attractions
    Lithia Park
    1,307 reviews
    .40 km away
    Ashland Library
    77 reviews
    .21 km away
    Gathering Glass Studio
    13 reviews
    .52 km away
    Indigo Creek Outfitters
    526 reviews
    .55 km away
    Ask a question
    Questions & Answers
    19 December 2015|
    Response from sp4301 | Reviewed this property |
    The windows of the Catherine M room look directly into the windows of the lobby...and them towards the room. Furnishings include a comfy bed, chair, very small tv, shower, a tub so small it is useless for adults to relax... More
    Arla D
    28 July 2015|
    Response from WinchesterInn | Property representative |
    Thank you for your interest in The Winchester Inn. Our breakfast menu changes daily, we offer five choices each day, starting out with in house made pastries and fresh fruit. We serve breakfast each morning between 8 and... More
    Room Tips
    "Eastgate is nice but there is a large counter/sink upon entering as the bathroom is small with only a..."
    Read review
    "All rooms a good"
    Read review
    "The Duet Suite entrance had no stairs to climb which made it especially nice."
    Read review
    "There are a few rooms in the carriage house, they are darker and not my first choice. Also there are only a..."
    Read review
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