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Most Frequently Booked Winchester Hotels

Red Roof Inn Lexington - Winchester $47
Red Roof Inn Lexington - Winchester

Red Roof Inn Lexington - Winchester

1100 Interstate Drive, Winchester, KY
     
    2.3
    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 business center. The front desk is staffed around-the-clock and laundry facilities are on offer.

    Best Western Winchester Hotel $71
    Best Western Winchester Hotel

    Best Western Winchester Hotel

    1307 W Lexington Ave, Winchester, KY
       
      3.8
      of 5, from 14 reviews
      2.5 out of 5.0 Stars

      This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and express check-out are also provided.

      Hampton Inn Winchester $125
      Hampton Inn Winchester

      Hampton Inn Winchester

      1025 Early Dr, Winchester, KY
         
        4.8
        of 5, from 5 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. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

        Holiday Inn Express Lexington East - Winchester $94
        Holiday Inn Express Lexington East - Winchester

        Holiday Inn Express Lexington East - Winchester

        100 Winchester Plaza, Winchester, KY
           
          5.0
          of 5, from 1 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. Guests will appreciate freebies like buffet breakfast and free self parking.

          Top Cheap Winchester Hotel Deals

          Baymont by Wyndham Winchester Get Rates
          Baymont by Wyndham Winchester

          Baymont by Wyndham Winchester

          960 Interstate Dr, Winchester, KY
             
            3.3
            of 5, from 10 reviews
            2.5 out of 5.0 Stars

            This hotel features an indoor pool and a fitness center. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and free perks like continental breakfast and free self parking.

            Red Roof Inn Lexington - Winchester $47
            Red Roof Inn Lexington - Winchester

            Red Roof Inn Lexington - Winchester

            1100 Interstate Drive, Winchester, KY
               
              2.3
              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 business center. The front desk is staffed around-the-clock and laundry facilities are on offer.

              Best Western Winchester Hotel $71
              Best Western Winchester Hotel

              Best Western Winchester Hotel

              1307 W Lexington Ave, Winchester, KY
                 
                3.8
                of 5, from 14 reviews
                2.5 out of 5.0 Stars

                This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and express check-out are also provided.

                Top Luxury Winchester Hotel Deals

                Best Western Winchester Hotel $71
                Best Western Winchester Hotel

                Best Western Winchester Hotel

                1307 W Lexington Ave, Winchester, KY
                   
                  3.8
                  of 5, from 14 reviews
                  2.5 out of 5.0 Stars

                  This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and express check-out are also provided.

                  Other Travelers Recently Booked These Winchester Hotels

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                  How much is a hotel room in Winchester?

                  Hotels in Winchester start at $47 per night. Prices and availability subject to change. Additional terms may apply.

                  Winchester Hotel & Travel Guide

                  Since the days when it was a small town on the Western frontier, the power of the human character has driven Winchester, Kentucky to ever-greater achievements. Nestled amongst the rolling hills of the famed Bluegrass Region, the gorgeous scenery and down-to-earth locals will make you want to stay forever, while the inimitable pioneer spirit will also inspire you to see out great adventures from hotels in Winchester, KY.

                  Visiting Winchester

                  Are the scents of the day’s delicious meals already wafting through your curtains when you wake at Winchester hotels? It won’t be long until you indulge, but for now, follow the sounds of babbling brooks and gentle songbirds to Lower Howard’s Creek Nature and Heritage Preserve. In the spring, a sea of indigo overtakes the preserve as bluebells, Jacob’s ladder, and larkspur burst into color and friendly river otters wave hello from the riverbanks.

                  It will soon be time for sustenance, and Travelocity’s Winchester rental cars can take you on culinary pursuits to satisfy any palate. On the Beer Cheese Trail, let the delectable flavors of cheddar, beer and spices melt in your mouth—there is nothing on earth quite like Kentucky beer cheese, and you are lucky enough to be in its birthplace. Yearning for more? Whether you crave a classic, juicy American hot dog with all the accoutrements or fresh, country-style fish with more hush puppies than you can eat, Winchester’s Bypass Road is sure to satisfy.

                  Seventy-five miles west, Louisville also offers plenty of opportunity for edible adventures. While the flavors of smoky pulled pork linger in your mind, you sip a first-rate bourbon and let the toasted oak and caramel dance along your taste buds and warm your soul. After such exploits, you’ll be more than happy to slip under the covers at any of our superb Louisville hotels.

                  Thanks to the incredible souls who came before you and built their version of the American dream, no wish must remain unexplored in this Southern paradise. Book hotels near Winchester with Travelocity today, and your vacation fantasies can start coming true tomorrow.


                  Recent Winchester 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.