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Top Ashland Winery Hotels

Green Springs Inn & Cabins $95
Green Springs Inn & Cabins

Green Springs Inn & Cabins

11470 Highway 66, Ashland, OR
     
    5.0
    of 5, from 4 reviews
    3.0 out of 5.0 Stars

    A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and wedding services are also provided.

    Ashland Hills Hotel & Suites $89
    Ashland Hills Hotel & Suites

    Ashland Hills Hotel & Suites

    2525 Ashland St, Ashland, OR
       
      4.7
      of 5, from 49 reviews
      3.0 out of 5.0 Stars

      This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the fitness center and free perks like continental breakfast and free self parking.

      Flagship Inn of Ashland $70
      Flagship Inn of Ashland

      Flagship Inn of Ashland

      1193 Siskiyou Blvd, Ashland, OR
         
        4.5
        of 5, from 17 reviews
        2.5 out of 5.0 Stars

        A restaurant and an outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

        Ashland Springs Hotel $95
        Ashland Springs Hotel

        Ashland Springs Hotel

        212 E Main St, Ashland, OR
           
          4.5
          of 5, from 35 reviews
          3.0 out of 5.0 Stars

          This historic hotel features a full-service spa and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free perks like continental breakfast and free self parking.

          Lithia Springs Resort $116
          Lithia Springs Resort

          Lithia Springs Resort

          2165 W Jackson Rd, Ashland, OR
             
            4.4
            of 5, from 5 reviews
            3.0 out of 5.0 Stars

            This bed & breakfast features an outdoor pool and a spa tub. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a terrace, and a garden are also on offer.

            Plaza Inn & Suites at Ashland Creek $94
            Plaza Inn & Suites at Ashland Creek

            Plaza Inn & Suites at Ashland Creek

            98 Central Ave, Ashland, OR
               
              4.3
              of 5, from 36 reviews
              3.0 out of 5.0 Stars

              This hotel features a 24-hour fitness center and a spa tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

              Stratford Inn $110
              Stratford Inn

              Stratford Inn

              555 Siskiyou Blvd, Ashland, OR
                 
                4.2
                of 5, from 6 reviews
                2.5 out of 5.0 Stars

                This hotel features an indoor pool, a spa tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.

                Comfort Inn & Suites $68
                Comfort Inn & Suites

                Comfort Inn & Suites

                434 S. Valley View Rd., Ashland, OR
                   
                  4.1
                  of 5, from 28 reviews
                  2.5 out of 5.0 Stars

                  This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a spa tub on site, and a 24-hour front desk and dry cleaning are also provided.

                  Holiday Inn Express & Suites Ashland $77
                  Holiday Inn Express & Suites Ashland

                  Holiday Inn Express & Suites Ashland

                  565 Clover Lane, Ashland, OR
                     
                    4.0
                    of 5, from 25 reviews
                    2.5 out of 5.0 Stars

                    This hotel features an indoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.

                    The Bard's Inn $104
                    The Bard's Inn

                    The Bard's Inn

                    132 N Main Street, Ashland, OR
                       
                      3.9
                      of 5, from 17 reviews
                      2.5 out of 5.0 Stars

                      This hotel features an outdoor pool and a spa tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

                      The Manor Motel $110
                      The Manor Motel

                      The Manor Motel

                      476 N. Main Street, Ashland, OR
                         
                        3.7
                        of 5, from 3 reviews
                        2.0 out of 5.0 Stars

                        A picnic area is available at this hotel. Take advantage of the free self parking.

                        Winchester Inn $114
                        Winchester Inn

                        Winchester Inn

                        35 S. 2nd St., Ashland, OR
                           
                          3.5 out of 5.0 Stars

                          A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and dry cleaning are also on offer.

                          Travelers Like You Recently Booked These Ashland Hotels

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                          Ashland winery hotels

                          Drink in the view at a winery hotel
                          A trip to wine country is a lovely way to bond with your best friends or invigorate your relationship. Plan a group break or a couples getaway with Travelocity, and enjoy great conversation, stunning scenery, and of course, plenty of wine. If you prefer solo travel, a winery trip is also an excellent way to make new friends or spend some reflective time. Ashland winery tours keep the pinot flowing and the schedule going, so all you have to do is enjoy the ride. See the best wineries in Ashland and soak up vineyard scenes as you learn about varietals. Pick your favorites and purchase a few bottles to savor at home.

                          Taste the difference at Ashland wineries with lodging
                          When you stay at Ashland wineries, half your travel planning is taken care of. No need to worry about where to eat and drink, where to stay, and what to do. Winding through wine country and stopping to taste the best area offerings, you’ll wonder if there’s any other way to live. After all, what’s better than leisurely, flavor-filled travel?

                          Ashland winery hotels let you take every day at your own pace and enjoy the tastes. On a winery trip, the rules are simple: enjoy yourself. There’s no one to say breakfast wine isn’t a thing or that more than two afternoon naps is too many. This is your time to relax and do what you usually only reserve for Saturdays—drink wine, be with loved ones, meet new people, and have a blast.

                          Recent Ashland Hotel Reviews By Fellow Wanderers

                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.