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Top 10 Things To Do In Winchester

See all 169 things to do in Washington

Most Popular Booked Winchester Hotels

Hilton Garden Inn Winchester $84
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

120 Wingate Drive, Winchester, VA
     
    5.0
    of 5, from 2 reviews
    3.0 out of 5.0 Stars

    This hotel features an indoor pool, a fitness center, and a restaurant. Traveling on business? Take advantage of the 5 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

    TRU By Hilton Winchester $80
    TRU By Hilton Winchester

    TRU By Hilton Winchester

    118 Mercedes Court, Winchester, VA
       
      4.6
      of 5, from 7 reviews
      2.5 out of 5.0 Stars

      This hotel features an indoor pool and a health club. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A safe deposit box is also provided.

      Quality Inn $68
      Quality Inn

      Quality Inn

      1601 Martinsburg Pike, Winchester, VA
         
        4.5
        of 5, from 13 reviews
        2.5 out of 5.0 Stars

        A restaurant and a fitness center are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free Internet in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

        La Quinta Inn & Suites by Wyndham Winchester $94
        La Quinta Inn & Suites by Wyndham Winchester

        La Quinta Inn & Suites by Wyndham Winchester

        1055 Millwood Pike, Route 50 East, Winchester, VA
           
          4.4
          of 5, from 27 reviews
          3.0 out of 5.0 Stars

          This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

          The George Washington Hotel, A Wyndham Grand Hotel $89
          The George Washington Hotel, A Wyndham Grand Hotel

          The George Washington Hotel, A Wyndham Grand Hotel

          103 E Piccadilly St, Winchester, VA
             
            4.4
            of 5, from 27 reviews
            3.5 out of 5.0 Stars

            A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 5 conference rooms, as well as the business center and free WiFi in public areas. You'll appreciate the 24-hour fitness center, bar/lounge, and laundry facilities.

            Hampton Inn Front Royal $104
            Hampton Inn Front Royal

            Hampton Inn Front Royal

            9800 Winchester Rd, Front Royal, VA
               
              4.3
              of 5, from 12 reviews
              2.5 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. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

              Motel 6 Winchester, VA $55
              Motel 6 Winchester, VA

              Motel 6 Winchester, VA

              2951 Valley Avenue, Winchester, VA
                 
                3.5
                of 5, from 10 reviews
                2.0 out of 5.0 Stars

                This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

                Days Inn by Wyndham Winchester $52
                Days Inn by Wyndham Winchester

                Days Inn by Wyndham Winchester

                1593 Martinsburg Pike, Winchester, VA
                   
                  2.5
                  of 5, from 2 reviews
                  2.0 out of 5.0 Stars

                  This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

                  Winchester Activities

                  Places To Go In Winchester

                  Welcome, traveler, to Winchester. Your journey has landed you here, and new adventures are calling your name. Now that you’ve arrived, you can stay in the safety and comfort of your hotel and watch the world spin past…or you can embrace this new place you’ve come to. Learn its streets. Meet its people. Learn its history. Your hand is already on the doorknob, isn’t it?

                  Things to Do in Winchester

                  You’ll not be wanting for things to do in Winchester. Explore the downtown area in search of museums and boutiques…or that next delicious meal. What tickles your fancy? A delectable five-course supper at the restaurant you’ve been hearing about? Or perhaps you’d rather read the paper while sipping hot coffee at one of the cafes scattered throughout town. Take in a show at the theatre, or just walk along down the main thoroughfare, watching people wander past.

                  Why spend hours ruminating over what to do in Winchester? Let the possibilities wash over you as you explore this new region. Move out on foot and get to know the area on a more personal level. Find that perfect souvenir at one of the smaller shops, or reinvent your entire artistic aesthetic at your new favorite gallery.

                  Is the wind whispering suggestions in your mind? Rent a car and take it out beyond city limits and into the wild blue yonder. Explore the smaller cities and towns past the border, and get to know the stories behind them. Visit a county fair and let childhood memories wash over you as cotton candy melts in your mouth. Sample hand-made jam at a stop on a forgotten highway, or let the hustle and bustle of modern life sweep you away as you lose yourself in the organized chaos of a modern metropolis. Your choices are endless—and so are the adventures to come.

                  When you book your journey with Travelocity, you’re never far from Winchester attractions. After all, the money you save when you plan a trip with us is best spent along the way. Whether it’s the roar of the city you crave, or the quiet solitude that comes with a simpler getaway, everything you need to get started is right here.