Beginning of main content

Search Hotels in Winchester

Nectar
Collect Nectar points

Book on the go and pay later.

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.

Check Prices on Hotels in Winchester

Tonight Tonight 23 Jun - 24 Jun
This weekend This weekend 29 Jun - 1 Jul
Next weekend Next weekend 6 Jul - 8 Jul

Top 10 Hotels in Winchester

See all 208 properties in Winchester

Get 200 Nectar points when you book your hotel

Simply enter your Nectar card number when prompted. Your points will be credited 30 days after you return from your trip.

Hotel Strasburg

Hotel Strasburg

213 S. Holliday Street, Strasburg
    3.0 out of 5.0
     
     

    Located in the heart of Strasburg, this historic hotel is within a 5-minute walk of Strasburg Theater and Strasburg Town Hall. Strasburg Museum and Hupp's Hill ...

    Hotel Strasburg£55

    Hotel Strasburg£55
    La Quinta Inn & Suites Winchester

    La Quinta Inn & Suites Winchester

    1055 Millwood Pike, Route 50 East, Winchester
    • Free cancellation
    • Reserve now, pay when you stay
    3.0 out of 5.0
     
     

    Situated in the suburbs, this hotel is within 1 mile (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and Apple Blossom ...

    La Quinta Inn & Suites Winchester£67

    La Quinta Inn & Suites Winchester£67
    Red Roof Inn Winchester, VA

    Red Roof Inn Winchester, VA

    991 Millwood Pike, Winchester
    • Free cancellation
    • Reserve now, pay when you stay
    2.0 out of 5.0
     
     

    Located in the heart of Winchester, this hotel is within 1 mile (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and ...

    Red Roof Inn Winchester, VA£47

    Red Roof Inn Winchester, VA£47
    Clarion Inn & Conference Center

    Clarion Inn & Conference Center

    711 Millwood Ave, Winchester
    • Free cancellation
    • Reserve now, pay when you stay
    2.5 out of 5.0
     
     

    Situated in Winchester, this hotel is within a 15-minute walk of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and Apple Blossom ...

    Clarion Inn & Conference Center£54

    Clarion Inn & Conference Center£54
    Country Inn & Suites by Radisson, Winchester, VA

    Country Inn & Suites by Radisson, Winchester, VA

    141 Kernstown Commons Blvd, Winchester
    • Free cancellation
    • Reserve now, pay when you stay
    3.0 out of 5.0
     
     

    Situated in Winchester, this hotel is within 6 mi (10 km) of The Kernstown Battlefield, Shenandoah University and Rock Harbor Golf Course. Shenandoah Valley ...

    Country Inn & Suites by Radisson, Winchester, VA£62

    Country Inn & Suites by Radisson, Winchester, VA£62
    Motel 6 Winchester, VA

    Motel 6 Winchester, VA

    2951 Valley Avenue, Winchester
    • Free cancellation
    2.0 out of 5.0
     
     

    Located in the heart of Winchester, this motel is 0.6 mi (1 km) from The Kernstown Battlefield and within 3 miles (5 km) of Apple Blossom Mall and Abram's Delight. ...

    Motel 6 Winchester, VA£41

    Motel 6 Winchester, VA£41
    Holiday Inn Winchester Se-Historic Gateway

    Holiday Inn Winchester Se-Historic Gateway

    333 Front Royal Pike, Winchester
    • Free cancellation
    • Reserve now, pay when you stay
    3.0 out of 5.0
     
     

    Situated near the airport, this hotel is within 3 miles (5 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and Apple Blossom ...

    Holiday Inn Winchester Se-Historic Gateway£79

    Holiday Inn Winchester Se-Historic Gateway£79
    Wayside Inn

    Wayside Inn

    7783 Main St, Middletown
      3.5 out of 5.0
       
       

      Situated in Middletown, this inn is within 1 mile (2 km) of Wayside Theater and Cedar Creek and Belle Grove National Historical Park. Cedar Creek Battlefield ...

      Wayside Inn£66

      Wayside Inn£66
      The George Washington Hotel, A Wyndham Grand Hotel

      The George Washington Hotel, A Wyndham Grand Hotel

      103 E Piccadilly St, Winchester
      • Free cancellation
      • Reserve now, pay when you stay
      3.5 out of 5.0
       
       

      Situated in Winchester, this spa hotel is within a 5-minute walk of Handley Regional Library, Old Court House Civil War Museum and Bright Box Theater. Mt Hebron ...

      The George Washington Hotel, A Wyndham Grand Hotel£76

      The George Washington Hotel, A Wyndham Grand Hotel£76
      Motel 6 Front Royal, VA

      Motel 6 Front Royal, VA

      141 West 15th Street, Front Royal
      • Free cancellation
      2.0 out of 5.0
       
       

      Situated in the historical district, this motel is within 2 miles (3 km) of Bing Crosby Stadium, Belle Boyd Cottage and Warren Rifles Confederate Museum. Blue ...

      Motel 6 Front Royal, VA£36

      Motel 6 Front Royal, VA£36
      See all 208 properties in Winchester
      Map

      Winchester Hotel Reviews

      Comfortable roadside motel
      5 out of 5
      Awesome staff. Very clean with small indoor pool.

      A verified traveller stayed at Econo Lodge Inn & Suites

      Posted 1 day ago
      Open Econo Lodge Inn & Suites hotel guest reviews
      Winchester review
      5 out of 5
      Very nice hotel. Clean rooms and attentive staff. Extra bonus is that you don't even have to leave the hotel to go to Denny's restaurant. It is attached to the hotel.

      A verified traveller stayed at Comfort Inn Winchester

      Posted 1 week ago
      Open Comfort Inn Winchester hotel guest reviews
      Great stay!
      5 out of 5
      My family and I enjoyed the hotel. The accommodations were clean and comfortable. We were too busy sightseeing to take advantage of their indoor heated pool. At check in, we were supposed to receive vouchers for our pre-paid breakfast in their restaurant (but didn't get them). The next morning, however, the waitress was quick to correct the situation and the staff gave us the necessary vouchers for the rest of our stay. Overall, the hotel is conveniently located, quiet, and suited our purposes for our stay.

      A verified traveller from Texas stayed at Holiday Inn Winchester Se-Historic Gateway

      Posted 1 week ago
      Open Holiday Inn Winchester Se-Historic Gateway hotel guest reviews
      Wonderful place
      5 out of 5
      Comfortable rooms & beds- awesome pool! Highly recommend.

      A verified traveller stayed at La Quinta Inn & Suites Winchester

      Posted 1 week ago
      Open La Quinta Inn & Suites Winchester hotel guest reviews
      A great Experience
      5 out of 5
      Even though it was just an overnight stay, this hotel was very welcoming and we will definitely be back next year. Met an Awesome person who manages The Restaurant within the hotel. He and his staff did an awesome job. They use fresh fish and I had their Salmon open face sandwich. Loved it. The room was one of the cleanest rooms we have stayed in. Would highly recommend it.

      A verified traveller from Plattsburgh NY stayed at The George Washington Hotel

      Posted 2 weeks ago
      Open The George Washington Hotel hotel guest reviews
      Wonderful one night stay
      5 out of 5
      Hotel was clean, staff was friendly and bed was comfortable. Perfect for a one night stay while traveling.

      A verified traveller stayed at Wingate by Wyndham Winchester

      Posted 2 weeks ago
      Open Wingate by Wyndham Winchester hotel guest reviews
      Good hotel with good price
      4 out of 5
      The room was comfortable, the hallway was very smelly, the breakfast wasn't much, the location was good.

      A verified traveller stayed at Sleep Inn & Suites

      Posted 2 weeks ago
      Open Sleep Inn & Suites hotel guest reviews
      Quiet and super clean
      5 out of 5
      Exceeded expectations. Super clean and quiet. Comfortable

      A verified traveller stayed at Country Inn & Suites by Radisson

      Posted 2 weeks ago
      Open Country Inn & Suites by Radisson hotel guest reviews
      Truly wonderful, historic place
      5 out of 5
      What a delightful place. Everyone was so kind and welcoming and the hotel is just beautiful. It's like going back in time. Great coffee, custom cooked breakfast, and right down the street from the best Irish pub ever. This place is a gem

      A verified traveller stayed at Wayside Inn

      Posted 2 weeks ago
      Open Wayside Inn hotel guest reviews
      Good value for money
      4 out of 5
      Nice little stop on our way to Shenandoah NP. We were only there overnight but it was clean and check in was efficient, even though we arrived late at night.

      A verified traveller stayed at Twi-Lite Motel

      Posted 3 weeks ago
      Open Twi-Lite Motel hotel guest reviews

      Travel to Winchester & Explore

      Explore Winchester with Expedia's Travel Guides to find the best flights, cars, holiday packages and more!