Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Get 24/7 travel help, thanks to our Customer First Guarantee

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Ashland Hotels with Bar

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

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR
     
    4.7
    of 5, from 48 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.

    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.

      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.

        Best Western Windsor Inn $70
        Best Western Windsor Inn

        Best Western Windsor Inn

        2520 Ashland St, Ashland, OR
           
          4.2
          of 5, from 25 reviews
          2.5 out of 5.0 Stars

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

          Timbers Motel $60
          Timbers Motel

          Timbers Motel

          1450 Ashland Street, Ashland, OR
             
            4.1
            of 5, from 7 reviews
            2.0 out of 5.0 Stars

            This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's a seasonal outdoor pool on site, and free newspapers and barbecue grills are also offered.

            Callahan's Mountain Lodge $160
            Callahan's Mountain Lodge

            Callahan's Mountain Lodge

            7100 Old Highway 99 South, Ashland, OR
               
              4.0
              of 5, from 15 reviews
              3.0 out of 5.0 Stars

              A restaurant and a bar/lounge are featured at this lodge. There's a free ski shuttle, and ski passes and ski storage are available on site. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with hiking/biking trails.

              Rodeway Inn $65
              Rodeway Inn

              Rodeway Inn

              2359 Ashland St., Ashland, OR
                 
                4.0
                of 5, from 1 reviews
                2.0 out of 5.0 Stars

                A rooftop terrace is featured at this motel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A coffee shop is 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.

                    Cedarwood Inn of Ashland $65
                    Cedarwood Inn of Ashland

                    Cedarwood Inn of Ashland

                    1801 Siskiyou Blvd, Ashland, OR
                       
                      3.8
                      of 5, from 11 reviews
                      2.0 out of 5.0 Stars

                      This hotel features an outdoor pool and an indoor pool. 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.

                      Peerless Hotel & Restaurant $175
                      Peerless Hotel & Restaurant

                      Peerless Hotel & Restaurant

                      243 4th Street, Ashland, OR
                         
                        3.0
                        of 5, from 1 reviews
                        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 breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

                        Winchester Inn $132
                        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

                          Map

                          Hotels with bars in Ashland

                          Hit the bar in Ashland
                          After a long day of traveling, you’ve finally made it to your hotel. Now you have two choices: kick back and relax, or check out the local scene in Ashland. Well, why not have both? The hotel bar is that sweet spot where you’ll get a taste of the local culture in Ashland before even stepping outside. You can freshen up with a cold drink, learn the best insider tips from the locals, or swap travel stories with other visitors.

                          The best hotel bars in Ashland have a good vibe, a well-stocked liquor selection, and an amiable bartender who just might have a great drink recommendation. When you book your trip with Travelocity, you’ll have first pick of all the best hotels with the coolest bars in Ashland. Plus, you’ll save enough money to treat yourself to a few extra craft cocktails once you get there.

                          Ashland hotel bars for every mood
                          Ashland has something for everyone, and its hotel bars are no exception. Ashland hotels with rooftop bars are just right for lovers who want to gaze at the stars and the city lights while sharing a bottle of wine. Hotels with luxe lounges give you an excuse to dress up and make new friends. Need to get some work done? Bring your laptop down to the bar for happy hour and settle into a comfy chair. Whether you crave a social scene or solitude, there’s a hotel bar to suit your mood.

                          With so many intriguing bars in affordable hotels, why wait? Book your trip to Ashland with Travelocity, and raise a toast to saving money while having fun.

                          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.