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

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Winchester Hotels with Free Wifi

See all 248 Hotels in Winchester
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue, Winchester
    2.0 out of 5.0
     
     
    3.9 out of 5 (377 reviews)
    Nice, renovated hotel on a main roadThe staff were amazing. The hotel is very clean and taken care of. I was impressed with the size of the rooms. I travel to this area for work and will definitely he using this place for the remainder of my contract!
    Apr 3, 2018

    Motel 6 Winchester, VA$57

    Motel 6 Winchester, VA$57
    Clarion Inn & Conference Center

    Clarion Inn & Conference Center

    711 Millwood Ave, Winchester
      2.5 out of 5.0
       
       
      3.7 out of 5 (640 reviews)
      Convenient hotel, 5 minutes off #81Efficient check in. Room 107 is on first floor , close to our car. Two doubles beds were comfortable and clean. Small bathroom was clean , with shampoo, conditioner, and soap. Three big clean towels were provided. We did not make use of the coffee maker or the iron and ironing board. Because we had ...
      Apr 1, 2018

      Clarion Inn & Conference Center$72

      Clarion Inn & Conference Center$72
      Red Roof Inn Winchester, VA

      Red Roof Inn Winchester, VA

      991 Millwood Pike, Winchester
        2.0 out of 5.0
         
         
        3.5 out of 5 (876 reviews)
        Quick on and off for 81Nice place clran enough. The office is great. Staff is very eager to help. Staff cannot control the guess that they get period normally nice and quiet however I stay on Friday the 6th to Saturday the 7th of April was marked by unusually rambunctious guests and I don't know if there was a problem ...
        Apr 7, 2018

        Red Roof Inn Winchester, VA$52

        Red Roof Inn Winchester, VA$52
        Sleep Inn & Suites

        Sleep Inn & Suites

        140 Costello Dr, Winchester
          2.5 out of 5.0
           
           
          4.2 out of 5 (342 reviews)
          very nice well kept facility. Really good breakfast and very clean rooms.My family was very comfortable in this facility. Great job cleaning staff and breakfast staff.
          Apr 10, 2018

          Sleep Inn & Suites$55

          Sleep Inn & Suites$55
          Hotel Strasburg

          Hotel Strasburg

          213 S. Holliday Street, Strasburg
            3.0 out of 5.0
             
             
            3.9 out of 5 (561 reviews)
            very nice stayThe staff :: B and Lance and several others are what make this place a fantastic place to stay
            Apr 8, 2018

            Hotel Strasburg$79

            Hotel Strasburg$79
            Super 8 Front Royal

            Super 8 Front Royal

            111 South St, Front Royal
              2.0 out of 5.0
               
               
              3.3 out of 5 (357 reviews)
              FineWe wanted a clean room near family. Met expectations reasonable price. We didn’t need frills just simple clean stay
              Apr 1, 2018

              Super 8 Front Royal$61

              Super 8 Front Royal$61
              Wingate by Wyndham Winchester

              Wingate by Wyndham Winchester

              150 Wingate Dr, Winchester
                2.5 out of 5.0
                 
                 
                4.4 out of 5 (760 reviews)
                Frenidly cleanVery impressive staff!! Becky at the front desk is a exceptional employee. I had problems with my truck the morning we were leaving so she put us back in our room so my wife could stay while I fixed the problem and directed me to a mechanic. It all worked out thanks to her.
                Apr 12, 2018

                Wingate by Wyndham Winchester$84

                Wingate by Wyndham Winchester$84
                Ramada Strasburg Va

                Ramada Strasburg Va

                21 Signal Knob Dr, Strasburg
                  2.5 out of 5.0
                   
                   
                  3.7 out of 5 (630 reviews)
                  Last time we stayed, room was great, we brought our two small dogs and we're so thankful! They r part of our family snd was great to b allowed to do so!
                  Apr 10, 2018

                  Ramada Strasburg Va$62

                  Ramada Strasburg Va$62
                  Country Inn & Suites by Radisson, Winchester, VA

                  Country Inn & Suites by Radisson, Winchester, VA

                  141 Kernstown Commons Blvd, Winchester
                    3.0 out of 5.0
                     
                     
                    4.5 out of 5 (1,139 reviews)
                    large room, comfortable bed & convenient location.
                    Apr 19, 2018

                    Country Inn & Suites by Radisson, Winchester, VA$71

                    Country Inn & Suites by Radisson, Winchester, VA$71
                    ANS Inn & Suites

                    ANS Inn & Suites

                    2649 Valley Ave, Winchester
                      2.0 out of 5.0
                       
                       
                      2.2 out of 5 (9 reviews)
                      Blue Ridge Motel

                      Blue Ridge Motel

                      1370 N Shenandoah Ave, Front Royal
                        2.0 out of 5.0
                         
                         
                        3.7 out of 5 (6 reviews)

                        Blue Ridge Motel$50

                        Blue Ridge Motel$50
                        Budget Inn - Strasburg

                        Budget Inn - Strasburg

                        28999 Old Valley Pike, Strasburg
                          2.0 out of 5.0
                           
                           
                          2.3 out of 5 (3 reviews)
                          stressful Got there and was no reservation in the front desk for me. Even I had the confirmation number. They said they don't used Expedia it was stressful.next time even I have a confirmation I going to call to be sure. I did got a room but with a lot of hassle :(
                          Oct 20, 2015
                          Candlewood Suites Winchester

                          Candlewood Suites Winchester

                          1135 Millwood Pike, Winchester
                            2.5 out of 5.0
                             
                             
                            4.2 out of 5 (154 reviews)
                            Good place to sleep overEverything was good Bathroom needs updating Good location near highway.
                            Sep 10, 2017

                            Candlewood Suites Winchester$102

                            Candlewood Suites Winchester$102
                            Celebration Retreat

                            Celebration Retreat

                            440 Scenic Overlook Dr, Front Royal
                              5.0 out of 5.0
                               
                               

                              Celebration Retreat$100

                              Celebration Retreat$100
                              Comfort Inn Winchester

                              Comfort Inn Winchester

                              1601 Martinsburg Pike, Winchester
                                2.5 out of 5.0
                                 
                                 
                                4.3 out of 5 (336 reviews)
                                Excellent area to walk my little dogs all around the building
                                Apr 17, 2018

                                Comfort Inn Winchester$79

                                Comfort Inn Winchester$79
                                Courtyard by Marriott Winchester

                                Courtyard by Marriott Winchester

                                300 Marriott Drive, Winchester
                                  3.0 out of 5.0
                                   
                                   
                                  4.3 out of 5 (344 reviews)
                                  Very nice hotel The room looked very nice for a king size bed on the corner of the hotel. The bed was really comfortable and one of the best we have slept on in a long time. Even though it’s a category 2 Hotel, the option for coffee in the hotel was either in your room or you had to buy it At the bistro downstairs. ...
                                  Mar 24, 2018

                                  Courtyard by Marriott Winchester$101

                                  Courtyard by Marriott Winchester$101
                                  Econo Lodge Inn & Suites

                                  Econo Lodge Inn & Suites

                                  91 Reliance Road, Middletown
                                    2.0 out of 5.0
                                     
                                     
                                    3.2 out of 5 (68 reviews)
                                    Great as it is so easy to find,Breakfast room filled with students sitting chatting along with their own food lucky to find one empty table. Very slow getting breakfast items out Lovely room
                                    Apr 14, 2017

                                    Econo Lodge Inn & Suites$59

                                    Econo Lodge Inn & Suites$59
                                    Fairfield & Suites by Marriott Winchester

                                    Fairfield & Suites by Marriott Winchester

                                    250 Front Royal Pike, Winchester
                                      2.5 out of 5.0
                                       
                                       
                                      4.2 out of 5 (142 reviews)
                                      Easy Access to I-81 and WinchesterThe staff was wonderful. A lovely breakfast is included with your stay. Overall, very nice place to stay.
                                      Apr 8, 2018

                                      Fairfield & Suites by Marriott Winchester$93

                                      Fairfield & Suites by Marriott Winchester$93
                                      Fairfield Inn & Suites Strasburg Shenandoah Valley

                                      Fairfield Inn & Suites Strasburg Shenandoah Valley

                                      33760 Old Valley Pike, Strasburg
                                        2.5 out of 5.0
                                         
                                         
                                        4.4 out of 5 (506 reviews)
                                        Strasburg visitGood stay comfortable and clean. Would come back again to stay
                                        Mar 28, 2018

                                        Fairfield Inn & Suites Strasburg Shenandoah Valley$84

                                        Fairfield Inn & Suites Strasburg Shenandoah Valley$84
                                        Hampton Inn - Winchester N/Convention Center

                                        Hampton Inn - Winchester N/Convention Center

                                        1204 Berryville Avenue, Winchester
                                          2.5 out of 5.0
                                           
                                           
                                          4.4 out of 5 (185 reviews)
                                          We have stayed here a few times. Easey to find and a gas station next door. Plus a mini mart and a Subway shop.
                                          Mar 12, 2018

                                          Hampton Inn - Winchester N/Convention Center$98

                                          Hampton Inn - Winchester N/Convention Center$98

                                          Recently booked Hotels with Free Wifi in Winchester

                                          Comfort Inn Winchester
                                          2.5 out of 5.0
                                          Last booking: 23 minutes ago
                                          Motel 6 Winchester, VA
                                          2.0 out of 5.0
                                          Last booking: 55 minutes ago
                                           Comfort Inn Stephens City-Winchester South
                                          2.5 out of 5.0
                                          Last booking: 1 hour ago
                                          Holiday Inn Winchester Se-Historic Gateway
                                          3.0 out of 5.0
                                          Last booking: 1 hour ago
                                          Super 8 Front Royal
                                          2.0 out of 5.0
                                          Last booking: 2 hours ago
                                          The George Washington Hotel, A Wyndham Grand Hotel
                                          3.5 out of 5.0
                                          Last booking: 2 hours ago
                                          La Quinta Inn & Suites Winchester
                                          3.0 out of 5.0
                                          Last booking: 2 hours ago
                                          Sleep Inn & Suites
                                          2.5 out of 5.0
                                          Last booking: 2 hours ago
                                          Wayside Inn
                                          3.5 out of 5.0
                                          Last booking: 2 hours ago

                                          All of us want a little time away from work or our daily lives, but that doesn't mean you want to disconnect completely. Whether you are a road warrior who can't miss a webinar, or you are checking out Winchester and really want to find the best places to eat, getting online is important. We've gathered all our Winchester hotels that offer free Wi-Fi here, so you can find the ideal accommodation.

                                          Book a Hotel with Free Wi-Fi in Winchester

                                          Maybe you priced out your trip to Winchester perfectly, but it is those micro transactions here and there that might cause your getaway to be more expensive than planned. Don't spend your time counting megabytes or counting daily Wi-Fi costs. When you stay at a Winchester hotel with free Wi-Fi, you can kiss those worries good-bye. Maybe you need to burn the midnight oil putting the finishing touches on a pitch. Maybe you have had a busy day out in Winchester, and your family wants to take it easy the rest of the evening with a game or movie. Why not post your best pool selfie or keep up with friends and family? You can be connected while remaining unplugged using free Wi-Fi.

                                          No Wires and No Problems with Free Wi-Fi

                                          With free Wi-Fi you can cruise the net anywhere you'd like; you won't have to wait in line for a computer or find room in the lobby. Complimentary Wi-Fi offers the chance to check-in ahead of time for your next flight, so you can be sure to board and have the overhead space for your carry-on luggage. Or use it to make an exciting itinerary for your Winchester trip. Reserve a Winchester lodging with free Wi-Fi soon, because you know anything free will go fast.