We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
02/07/2017 03/07/2017
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    The Winchester Inn

    35 S 2nd St, Ashland, OR 97520
    Hotel website
    Save
    Best prices for your stay
    02/07/2017 03/07/2017
    1 room
    • 1 room
      2 adults
      • 2 adults
        0 children
        • 0 children
          US$277
          US$270
          US$277
          US$269
          Traveller (61)
          Room & Suite (22)
          Dining (2)
          Plaza Inn & Suites at Ashland Creek
          465 reviews
          #6 of 19 hotels in Ashland
           
          Ashland Springs Hotel
          669 reviews
          #5 of 19 hotels in Ashland
           
          Ashland Hills Hotel & Suites
          527 reviews
          #1 of 19 hotels in Ashland
           
          Stratford Inn
          565 reviews
          #4 of 19 hotels in Ashland
           
          Overview
          • Excellent87%
          • Very good9%
          • Average2%
          • Poor1%
          • Terrible1%
          Travellers talk about
          Free Wifi
          Free Parking
          Breakfast included
          Air Conditioning
          Non-Smoking Hotel
          Restaurant
          Suites
          Bar/Lounge
          Business Centre
          3.5 Star Hotel
          All hotel details
          Plaza Inn & Suites at Ashland Creek
          465 reviews
          #6 of 19 hotels in Ashland
           
          Ashland Springs Hotel
          669 reviews
          #5 of 19 hotels in Ashland
           
          Ashland Hills Hotel & Suites
          527 reviews
          #1 of 19 hotels in Ashland
           
          Stratford Inn
          565 reviews
          #4 of 19 hotels in Ashland
           
          {"widget":{"name":"ibex_photo_carousel","moduleList":["handlers"],"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"containerClass":null,"scriptFlags":null}
          Rooms
          2 Jul3 Jul
          |
          1 room, 2 adults, 0 children
          Standard Room

          Getting you more information on this room

          Free Cancellation
          Select
          Show Available Rooms
          Sorry, this partner no longer has rooms available on TripAdvisor. Please visit one of our 8 partner sites to see rooms from US$269.
          We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Ashland hotels with availability
          Standard Room

          Getting you more information on this room

          Free Cancellation
          Select
          {"BOOKING_FEATURES": ["IB_STREAMLINED_SELECTED_ROOM","IB_NEW_REG_FLOW_INTERRUPTER","IB_SHOW_EMAIL_FOR_INSECURE_LOGIN","RCMS_INLINE_ROOM_GRID_MAX_OCC","IB_POST_BOOKING_LOGIN","IB_IRG_PERFORMANCE_METRICS","IB_IRG_MATCH_META","CHILDREN_SEARCH","IB_DW_INLINE_PASSWORD","IB_DW_CCNAME_WITH_AUTOCOMPLETE","IB_IRG_PERFORMANCE_METRICS_MOBILE","IB_BOOKNOW_CLEAN_WITH_ICON_SHORT_BTN","STORED_CARDS","IB_POST_BOOK_LOGIN_CTA","IB_PRICE_WINS_COPY","IB_DW_PROMPT_KNOWN_EMAIL","IB_PRICES_OUTSIDE_ROOM_BUTTON","IB_EXIT_INTERRUPTER","IB_SHOW_AMENITIES_AS_ICONS","IB_NEW_REG_FLOW","META_AIR","IB_INLINE_ROOM_GRID","IB_TIME_OF_STAY_PAYMENT_TYPES_V3","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_URGENCY_BLOCK","IB_NEW_REG_FLOW_POST_BOOK"] , "IMPRESSION_KEY": "409679e3a74d4af2862a5929f7acf947", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":81032,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[65707624],"additionalContentIds":[],"pollCount":0,"checkin":{"day":2,"month":7,"year":2017},"checkout":{"day":3,"month":7,"year":2017},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":269,"entryCurrency":"USD","complete":true,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":null,"impressionKey":"409679e3a74d4af2862a5929f7acf947","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":277,"lowestMetaPrice":269,"additionalPartner":false,"highestMetaPriceDisplay":277,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":false,"metaOffers":[],"mismatchCheckModel":null,"totalMediaCount":0,"hotelPhotos":[],"noticeHeaderMessage":null,"moreProviders":null,"lowestPricePartner":null,"showAllRooms":true,"isMetaCheaper":false,"isBookingLessThanOrEqualToMeta":null,"avgHistoricalPrice":0.0,"avgHistoricalDisplayPrice":null,"expressBookState":{"hasFullTravelerInfo":false,"hasReducedBillingInfo":false,"hasFullBillingInfo":false},"highestMetaPrice":277,"lowestMetaPrice":269,"highestMetaPriceDisplay":277,"hotelName":"The Winchester Inn","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6IjQwOTY3OWUzYTc0ZDRhZjI4NjJhNTkyOWY3YWNmOTQ3IiwiQUlLIjoiNWJmOTUyZDVkYmM3NGI5M2JjNzIyNzhhOGZmZDAwMjQifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","cheaperPricesExist":false,"enableLPF":false,"priceDropPercent":0,"canExpandRooms":false,"expandRoomsToAllPartners":false,"roomSelectionKey":null,"useSupplierDirectTreatment":false,"isSupplierDirect":false,"showProviderSeparator":false,"clazz":null,"seeMoreMessage":null,"seeMoreIFrameMessage":null,"isPricelineCom":false}, "ibAvailability": true, "metaAvailability": true, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "02/07/2017", "checkOut": "03/07/2017", "lowestPrice": "US$269", "hasDates": true, "hacComplete": true, "contentIdMappings": {"100550846":"OrbitzEWS","65707624":"Hotwire","54230680":"TravelocityEWS","114237107":"HotelsCom2IB","114560170":"BookingCom"}, "pollingEnabled": false, "preventScroll": false, "offerClickToken": null, "conditionalUpdate": false, "mightGetRooms": true, "divClasses": "ppr_rup ppr_priv_hr_inline_room_grid_hsx", "singlePartnerRoomGridWidget": {"widget":{"name":"ibex_room_grid_hsx","moduleList":["handlers","tracking"],"template":"ibex_room_grid_hsx__widget","dust":{"sub_header":"ibex_room_grid_hsx__sub_header"},"divClasses":"prw_rup prw_ibex_room_grid_hsx","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","tracking":"(ta.prwidgets.getjs(this,'tracking'))"}},"containerClass":null,"scriptFlags":null}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"widget":{"name":"ibex_mismatch_message","moduleList":["handler"],"template":"ibex_mismatch_message__widget","dust":{},"divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"}},"containerClass":null,"scriptFlags":null}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"widget":{"name":"ibex_room_grid_row_hsx","moduleList":[],"template":"ibex_room_grid_row_hsx__widget","dust":{"amenities":"ibex_room_grid_row_hsx__amenities","condition_col":"ibex_room_grid_row_hsx__condition_col","price_text":"ibex_room_grid_row_hsx__price_text","reservation_col":"ibex_room_grid_row_hsx__reservation_col"},"divClasses":"prw_rup prw_ibex_room_grid_row_hsx","js":{}},"containerClass":null,"scriptFlags":null}, "mismatchMessageLightbox": null, "deviceInfo": "OtherOS OtherBrowser", "bookOnTripAdvisor": "Book on <img class=\"ibHeaderImg\" alt=\"TripAdvisor\" src=\"https:\/\/static.tacdn.com\/img2\/branding\/rebrand\/TA_logo_primary.png\"\/>"}
          Write a Review
          Reviews (234)
          Traveller rating
          Traveller type
          Time of year
          Language
          There are newer reviews for The Winchester Inn See the most recent reviews

          131 - 135 of 234 reviews

          Reviewed 29 April 2012

          We have stayed here several times. Very comfortable. Nice bar. Great dinner and breakfast. Only regret is the 30 day cancellation policy. Only 2 blooks to Oregon Shakespeare Festival Theatres. Not just The Bard. Go for the modern plays, too. Not a bad seat at...More

          Thank BettyBoop2u
          Response from WinchesterInn, General Manager at The Winchester InnResponded 25 May 2012

          Thank you very much for taking the time to write us! It is always fantastic to hear that you enjoyed another stay with us! The insight for the Shakespeare Festival is especially helpful as not everyone realizes that there is a fantastic mixture of classic...More

          Reviewed 13 April 2012

          This is a delightful Inn only two blocks from the Shakespeare Festival. My room was lovely with fresh cookies every day. Free WiFi and HDTV in every room. And the breakfasts - Wow! Excellent dining and beautiful gardens. The staff could not have been nicer.More

          Thank Alison M
          Response from WinchesterInn, General Manager at The Winchester InnResponded 26 April 2012

          Thanks so much for taking the time to write us a review! We are always trying to improve on what we have here. And as such, I'm so happy to hear that you enjoyed your stay. Hope to see you again soon. Regards, Drew Gibbs...More

          Reviewed 11 April 2012

          We stayed at The Winchester last year, and a very expensive item was taken from our room. After a through search made of the room and luggage ( which i did) WITH the manager by my side, they did NOTHING!!!, not even a apology.This place...More

          Thank mark35363
          Response from WinchesterInn, General Manager at The Winchester InnResponded 14 April 2012

          I am so sorry you felt that you have been mistreated. As far as we can tell an item did go missing from the room, but myself, Drew Gibbs, the GM, and our desk manager, Rebecca Doran, and our head housekeeper, Kate Harter, looked through...More

          Reviewed 3 April 2012

          The innkeeper and the staff pamper their guest from the moment you arrive and through out you stay. The Inn it's self is lovely as are the guest rooms. The gourmet breakfast was out standing as was their coffee. The evening dinning experience was excellent....More

          2  Thank James L. Q
          Response from WinchesterInn, General Manager at The Winchester InnResponded 6 April 2012

          Thanks for the kind words! It is wonderful to hear that you enjoyed your stay. I know that our staff takes great pride in offering some of the finest lodging and service anywhere. Our Chef Billy is thrilled that you enjoyed yourselves. I am also...More

          Reviewed 29 March 2012

          The Winchester Inn is lovely and the location is perfect. Breakfast was superb and the bar was lots of fun in the evening.They had a bourbon-cheese tasting the week we were there-something different! We walked two blocks to the playhouse and saw Animal Crackers-hilrious! The...More

          1  Thank debdoll
          Response from WinchesterInn, General Manager at The Winchester InnResponded 6 April 2012

          Thank you so much for writing! I'm so glad to hear that you enjoyed the whiskey tasting! We are always trying to find new ways to excite. It is also wonderful to hear that you enjoyed the Queen Anne room. We actually just remodeled that...More

          Plaza Inn & Suites at Ashland Creek
          465 reviews
          #6 of 19 hotels in Ashland
           
          Ashland Springs Hotel
          669 reviews
          #5 of 19 hotels in Ashland
           
          Ashland Hills Hotel & Suites
          527 reviews
          #1 of 19 hotels in Ashland
           
          Stratford Inn
          565 reviews
          #4 of 19 hotels in Ashland
           
          About
          Awards & Recognition
          Certificate of Excellence
          Amenities
          • Top amenities
          • Free Parking
          • Restaurant
          • Breakfast included
          • Bar/Lounge
          • Free High Speed Internet ( WiFi )
          • Hotel Amenities
          • Free Parking
          • Breakfast included
          • Business Centre with Internet Access
          • Room amenities
          • Air Conditioning
          • Things to do
          • Restaurant
          • Bar/Lounge
          Details
          • Price range
          • US$224 - US$464 (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 Orbitz, Booking.com, Expedia, Hotels.com, Hotwire, Priceline and Travelocity 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 (61)
          Room & Suite (22)
          Dining (2)
          Hotel & Grounds (53)
          Bathroom (1)
          Nearby
          Ashland Springs Hotel
          669 reviews
          .15 km away
           
          Best Western Bard's Inn
          778 reviews
          .64 km away
           
          Manor Motel
          85 reviews
          1.30 km away
           
          Stratford Inn
          565 reviews
          .42 km away
           
          Plaza Inn & Suites at Ashland Creek
          465 reviews
          .62 km away
           
          Nearby Restaurants
          Larks Home Kitchen Cuisine
          533 reviews
          .14 km away
          Amuse Restaurant
          366 reviews
          .18 km away
          Alchemy Restaurant and Bar
          326 reviews
          .01 km away
          Smithfields Restaurant and Bar
          265 reviews
          .03 km away
          Nearby Attractions
          Lithia Park
          1,226 reviews
          .40 km away
          Ashland Library
          71 reviews
          .21 km away
          Gathering Glass Studio
          12 reviews
          .52 km away
          Oregon Shakespeare Festival
          1,296 reviews
          .29 km away
          Questions & AnswersAsk a question
          Brnxbmbrs
          The photos of the Sunset and Catharine rooms show little of the rooms and their furnishings. Would you please describe what furnishings are in those two rooms. Also please describe what the windows to tjhose two rooms face. Thank you very much. Howard G
          18 December 2015|
          Answer
          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
          -1
          Votes
          Arla D
          How can we see the breakfast menu and when is it served?
          28 July 2015|
          Answer
          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
          0
          Votes
          Room Tips
          "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
          "We did not stay at the inn--only ate dinner there."
          Read review
          Is This Your TripAdvisor Listing?
          Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing