Holiday homes & B&B in Winchester

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B&B and Vacation Rentals
B&B and Vacation Rentals
B&B and Vacation Rentals
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FACILITIES

  • Non Smoking Only
  • Pets Allowed
  • Wi-Fi

REVIEWS

  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good

DISTANCE FROM CENTRE

  • Less than 1 km
  • Less than 3 km
  • Less than 5 km

Holiday rental deals in Winchester

We have selected the best vacation rentals in Winchester. Save money with Bluepillow by comparing the best deals from major travel websites in Winchester

  • Cozy 2 bedroom apartment 2 miles from historic Winchester.

    • 4 Guests · 2Bedrooms
    9.2 Exceptional (15)
    Located in Winchester, this apartment is in the city center. Abram's Delight and Bright Box Theater are cultural highlights, and some of the area's landmarks include George Washington's Office and Patsy ...
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  • Lofts for weekly rentals! 2 miles from historic downtown.

    • 2 Guests · 1Bedroom
    This apartment is located in Winchester. The Kernstown Battlefield and Abram's Delight are local landmarks, and some of the area's activities can be experienced at Shenandoah Valley Discovery Museum and ...
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  • Yellow Submarine trendy basement apt w/courtyard

    • 4 Guests · 2Bedrooms
    Located in Winchester, this apartment is in the city center. Winchester Little Theater and Bright Box Theater are cultural highlights, and some of the area's activities can be experienced at Rock Harbor ...
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  • Executive Suites

    • 3 Guests · 1Bedroom
    7.8 Very Good (34)
    Executive Suites is located in Winchester, 3.2 km from Alamo Drafthouse Cinema - Winchester, 5.9 km from Glen Burnie Historic House and Gardens, and 20 km from Cedar Creek and Belle Grove National Historical ...
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  • Modern Winchester House with Front Porch and Yard

    • 6 Guests · 3Bedrooms
    Set in Winchester, 1.7 km from Glen Burnie Historic House and Gardens and 7 km from Alamo Drafthouse Cinema - Winchester, Modern Winchester House with Front Porch and Yard offers free WiFi. ...
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  • The Queen of Winchester

    • 2 Guests · 2Bedrooms
    The Queen of Winchester is located in Winchester. Stonewall Jackson's Headquarters and George Washington's Office are local landmarks, and some of the area's attractions include Nalls Farm Market and Shenandoah ...
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  • Historic District Downtown Winchester

    • 2 Guests · 1Bedroom
    Historic District Downtown Winchester is located in Old Town Winchester, a neighborhood in Winchester. Jim Barnett Park and Mackintosh Fruit Farm reflect the area's natural beauty and area attractions ...
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Hotels in Winchester, our top selection just for you

Are you looking for hotels in Winchester? Here is a selection of the best hotels in Winchester

  • The George Washington Hotel, A Wyndham Grand Hotel

    • Hotel
    9.2 Exceptional (3410)
    The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from Shenandoah Valley Discovery Museum. This ...
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  • Wingate by Wyndham Winchester

    • Hotel
    8.8 Fabulous (2138)
    Located in Winchester, Wingate by Wyndham Winchester is a 5-minute walk from Shenandoah University and a 2-minute drive from Patsy Cline Historic House. This hotel is 1.6 mi (2.6 km) from Shenandoah Valley ...
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  • Candlewood Suites Winchester, an IHG Hotel

    • Hotel
    6.3 Pleasant (1040)
    With a stay at Candlewood Suites Winchester, an IHG Hotel in Winchester, you'll be within a 15-minute walk of Shenandoah University and Valley Health. This hotel is 1.1 mi (1.8 km) from Apple Blossom ...
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  • Courtyard by Marriott Winchester

    • Hotel
    8.8 Fabulous (1386)
    Located in Winchester, Courtyard by Marriott Winchester is in the historical district, within a 5-minute drive of Winchester Medical Center and Museum of the Shenandoah Valley. This hotel is 2 mi (3.3 ...
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  • La Quinta Inn & Suites by Wyndham Winchester

    • Hotel
    5.6 Pleasant (3700)
    With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University and 12 minutes by foot from Jim Barnett Park. ...
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  • ANS Inn & Suites

    • Hotel
    7.6 Very Good (110)
    A stay at ANS Inn & Suites places you in the heart of Winchester, within a 5-minute drive of Shenandoah University and Patsy Cline Historic House. This motel is 2.2 mi (3.6 km) from Apple Blossom Mall ...
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  • Quality Inn

    • Hotel
    8.6 Fabulous (2108)
    Located in Winchester, Quality Inn is within a 5-minute drive of Nalls Farm Market and Stonewall Jackson's Headquarters. This hotel is 2.8 mi (4.5 km) from Handley Regional Library and 2.9 mi (4.6 km) ...
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  • Clarion Inn & Conference Center

    • Hotel
    7.9 Very Good (1101)
    Offering free WiFi, Clarion Inn & Conference Center is set in Winchester, 2.4 miles from Glen Burnie Historic House and Gardens and 3.7 miles from Alamo Drafthouse Cinema - Winchester. The nearest ...
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  • APM Inn & Suites

    • Hotel
    6.4 Pleasant (287)
    Located in Winchester, APM Inn & Suites is in the city center. Jim Barnett Park and Mackintosh Fruit Farm reflect the area's natural beauty and area attractions include Nalls Farm Market and Shenandoah ...
    Check Availability

  • Days Inn by Wyndham Winchester

    • Hotel
    6.6 Pleasant (618)
    Located in Virginia's beautiful Shenandoah Valley, the Days Inn by Wyndham Winchester hotel is just off Interstate 81. ...
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  • Sleep Inn & Suites

    • Hotel
    8.3 Fabulous (2656)
    The Sleep Inn & Suites hotel is conveniently located in the town of Winchester, less than one mile from Shenandoah University. ...
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  • Hampton Inn Winchester

    • Hotel
    8.5 Fabulous (107)
    Located in Winchester, Virginia, this hotel offers a free hot daily breakfast and free high-speed internet access. Shenandoah University and the Glen Burnie House-Gardens are minutes from the hotel. ...
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  • Red Roof Inn Winchester

    • Hotel
    7.1 Very Good (2444)
    Located off Interstate-81, this Winchester hotel is a 4 minutes’ drive from Shenandoah University and Apple Blossom Mall. It features spacious rooms with free WiFi. ...
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  • Motel 6-Winchester, VA

    • Hotel
    8 Fabulous (2308)
    Featuring free WiFi, Motel 6 Winchester offers pet-friendly accommodation in Winchester. Rooms have a TV with cable channels. Every room comes with a private bathroom. There is a 24-hour front desk at ...
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  • Travelodge by Wyndham Winchester

    • Hotel
    7.6 Very Good (2673)
    This Winchester, Virginia hotel features an outdoor pool and guest rooms with free Wi-Fi. The hotel is located off Interstate 81 and less than one mile from Shenandoah University. Guest rooms at Travelodge ...
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  • Super 8 by Wyndham Winchester VA

    • Hotel
    6.4 Pleasant (1562)
    Featuring free Wi-Fi in all rooms, this Winchester, Virginia hotel is 10 minutes’ drive to Shenandoah University and 1 hours drive to Shenandoah National Park. ...
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  • Fairfield Inn and Suites by Marriott Winchester

    • Hotel
    8.4 Fabulous (78)
    This hotel in Winchester, Virginia is close to George Washington’s Office Museum and the Stonewall Jackson’s Headquarters Museum, and features suites with microwaves and refrigerators. ...
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  • Holiday Inn WINCHESTER SE-HISTORIC GATEWAY

    • Hotel
    8.8 Fabulous (2128)
    Welcome to Virginia's famed Shenandoah Valley. Our full service Holiday Inn Winchester Historic Gateway, located just off I-81 in the heart of Winchester, VA, is close to Shenandoah University, the area's ...
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  • SpringHill Suites by Marriott Winchester

    • Hotel
    9.2 Exceptional (766)
    Travel in style at SpringHill Suites Winchester, the all-suite hotel that seamlessly blends design and functionality offering the modern amenities you need to stay refreshed and focused - all at an affordable ...
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  • Fairfield Inn and Suites by Marriott Winchester

    • Hotel
    8.6 Fabulous (1196)
    Guest rooms are equipped with microwave and refrigerator, a work desk with easy chair, complimentary Wi-Fi and flat screen HDTV. Located off I-81 the Fairfield Inn & Suites gets the morning started right ...
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Farmhouse or Hotel? Choose from the best offers

Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?

  • Farmstays in Winchester
    Farmstays in Winchester
  • Hotels in Winchester
    Hotels in Winchester

The best hotels with swimming pool in Winchester

Book your relaxing holiday, by choosing the best deals at hotels with swimming pools in Winchester

  • The George Washington Hotel, A Wyndham Grand Hotel

    • Hotel
    9.2 Exceptional (3410)
    The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from Shenandoah Valley Discovery Museum. This ...
    Check Availability

  • Wingate by Wyndham Winchester

    • Hotel
    8.8 Fabulous (2138)
    Located in Winchester, Wingate by Wyndham Winchester is a 5-minute walk from Shenandoah University and a 2-minute drive from Patsy Cline Historic House. This hotel is 1.6 mi (2.6 km) from Shenandoah Valley ...
    Check Availability

  • Candlewood Suites Winchester, an IHG Hotel

    • Hotel
    6.3 Pleasant (1040)
    With a stay at Candlewood Suites Winchester, an IHG Hotel in Winchester, you'll be within a 15-minute walk of Shenandoah University and Valley Health. This hotel is 1.1 mi (1.8 km) from Apple Blossom ...
    Check Availability

  • Courtyard by Marriott Winchester

    • Hotel
    8.8 Fabulous (1386)
    Located in Winchester, Courtyard by Marriott Winchester is in the historical district, within a 5-minute drive of Winchester Medical Center and Museum of the Shenandoah Valley. This hotel is 2 mi (3.3 ...
    Check Availability

  • La Quinta Inn & Suites by Wyndham Winchester

    • Hotel
    5.6 Pleasant (3700)
    With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University and 12 minutes by foot from Jim Barnett Park. ...
    Check Availability

  • ANS Inn & Suites

    • Hotel
    7.6 Very Good (110)
    A stay at ANS Inn & Suites places you in the heart of Winchester, within a 5-minute drive of Shenandoah University and Patsy Cline Historic House. This motel is 2.2 mi (3.6 km) from Apple Blossom Mall ...
    Check Availability

  • Quality Inn

    • Hotel
    8.6 Fabulous (2108)
    Located in Winchester, Quality Inn is within a 5-minute drive of Nalls Farm Market and Stonewall Jackson's Headquarters. This hotel is 2.8 mi (4.5 km) from Handley Regional Library and 2.9 mi (4.6 km) ...
    Check Availability

  • Clarion Inn & Conference Center

    • Hotel
    7.9 Very Good (1101)
    Offering free WiFi, Clarion Inn & Conference Center is set in Winchester, 2.4 miles from Glen Burnie Historic House and Gardens and 3.7 miles from Alamo Drafthouse Cinema - Winchester. The nearest ...
    Check Availability

  • APM Inn & Suites

    • Hotel
    6.4 Pleasant (287)
    Located in Winchester, APM Inn & Suites is in the city center. Jim Barnett Park and Mackintosh Fruit Farm reflect the area's natural beauty and area attractions include Nalls Farm Market and Shenandoah ...
    Check Availability

  • Days Inn by Wyndham Winchester

    • Hotel
    6.6 Pleasant (618)
    Located in Virginia's beautiful Shenandoah Valley, the Days Inn by Wyndham Winchester hotel is just off Interstate 81. ...
    Check Availability

  • Sleep Inn & Suites

    • Hotel
    8.3 Fabulous (2656)
    The Sleep Inn & Suites hotel is conveniently located in the town of Winchester, less than one mile from Shenandoah University. ...
    Check Availability

  • Hampton Inn Winchester

    • Hotel
    8.5 Fabulous (107)
    Located in Winchester, Virginia, this hotel offers a free hot daily breakfast and free high-speed internet access. Shenandoah University and the Glen Burnie House-Gardens are minutes from the hotel. ...
    Check Availability

  • Red Roof Inn Winchester

    • Hotel
    7.1 Very Good (2444)
    Located off Interstate-81, this Winchester hotel is a 4 minutes’ drive from Shenandoah University and Apple Blossom Mall. It features spacious rooms with free WiFi. ...
    Check Availability

  • Motel 6-Winchester, VA

    • Hotel
    8 Fabulous (2308)
    Featuring free WiFi, Motel 6 Winchester offers pet-friendly accommodation in Winchester. Rooms have a TV with cable channels. Every room comes with a private bathroom. There is a 24-hour front desk at ...
    Check Availability

  • Travelodge by Wyndham Winchester

    • Hotel
    7.6 Very Good (2673)
    This Winchester, Virginia hotel features an outdoor pool and guest rooms with free Wi-Fi. The hotel is located off Interstate 81 and less than one mile from Shenandoah University. Guest rooms at Travelodge ...
    Check Availability

  • Super 8 by Wyndham Winchester VA

    • Hotel
    6.4 Pleasant (1562)
    Featuring free Wi-Fi in all rooms, this Winchester, Virginia hotel is 10 minutes’ drive to Shenandoah University and 1 hours drive to Shenandoah National Park. ...
    Check Availability

  • Fairfield Inn and Suites by Marriott Winchester

    • Hotel
    8.4 Fabulous (78)
    This hotel in Winchester, Virginia is close to George Washington’s Office Museum and the Stonewall Jackson’s Headquarters Museum, and features suites with microwaves and refrigerators. ...
    Check Availability

  • Holiday Inn WINCHESTER SE-HISTORIC GATEWAY

    • Hotel
    8.8 Fabulous (2128)
    Welcome to Virginia's famed Shenandoah Valley. Our full service Holiday Inn Winchester Historic Gateway, located just off I-81 in the heart of Winchester, VA, is close to Shenandoah University, the area's ...
    Check Availability

  • SpringHill Suites by Marriott Winchester

    • Hotel
    9.2 Exceptional (766)
    Travel in style at SpringHill Suites Winchester, the all-suite hotel that seamlessly blends design and functionality offering the modern amenities you need to stay refreshed and focused - all at an affordable ...
    Check Availability

  • Fairfield Inn and Suites by Marriott Winchester

    • Hotel
    8.6 Fabulous (1196)
    Guest rooms are equipped with microwave and refrigerator, a work desk with easy chair, complimentary Wi-Fi and flat screen HDTV. Located off I-81 the Fairfield Inn & Suites gets the morning started right ...
    Check Availability
Discover all the offers >

Top Regions in Winchester

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