We have selected the best vacation rentals in Winchester. Save money with Bluepillow by comparing the best deals from major travel websites in Winchester
from
137€
Cozy 2 bedroom apartment 2 miles from historic Winchester.
4Guests·2Bedrooms
9.2Exceptional (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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from
55€
Lofts for weekly rentals! 2 miles from historic downtown.
2Guests·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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from
115€
Yellow Submarine trendy basement apt w/courtyard
4Guests·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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from
155€
Executive Suites
3Guests·1Bedroom
7.8Very 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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from
148€
Modern Winchester House with Front Porch and Yard
6Guests·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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from
83€
The Queen of Winchester
2Guests·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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from
150€
Historic District Downtown Winchester
2Guests·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 ...
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
from
57€
The George Washington Hotel, A Wyndham Grand Hotel
Hotel
9.2Exceptional (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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from
52€
Wingate by Wyndham Winchester
Hotel
8.8Fabulous (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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from
61€
Candlewood Suites Winchester, an IHG Hotel
Hotel
6.3Pleasant (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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from
61€
Courtyard by Marriott Winchester
Hotel
8.8Fabulous (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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from
53€
La Quinta Inn & Suites by Wyndham Winchester
Hotel
5.6Pleasant (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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from
51€
ANS Inn & Suites
Hotel
7.6Very 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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from
50€
Quality Inn
Hotel
8.6Fabulous (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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from
47€
Clarion Inn & Conference Center
Hotel
7.9Very 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 ...
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 ...
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from
44€
Days Inn by Wyndham Winchester
Hotel
6.6Pleasant (618)
Located in Virginia's beautiful Shenandoah Valley, the Days Inn by Wyndham Winchester hotel is just off Interstate 81. ...
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. ...
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. ...
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 ...
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 ...
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. ...
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. ...
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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from
53€
SpringHill Suites by Marriott Winchester
Hotel
9.2Exceptional (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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from
58€
Fairfield Inn and Suites by Marriott Winchester
Hotel
8.6Fabulous (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 ...
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
Farmstays 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
from
57€
The George Washington Hotel, A Wyndham Grand Hotel
Hotel
9.2Exceptional (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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from
52€
Wingate by Wyndham Winchester
Hotel
8.8Fabulous (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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from
61€
Candlewood Suites Winchester, an IHG Hotel
Hotel
6.3Pleasant (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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from
61€
Courtyard by Marriott Winchester
Hotel
8.8Fabulous (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
from
53€
La Quinta Inn & Suites by Wyndham Winchester
Hotel
5.6Pleasant (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
from
51€
ANS Inn & Suites
Hotel
7.6Very 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
from
50€
Quality Inn
Hotel
8.6Fabulous (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
from
47€
Clarion Inn & Conference Center
Hotel
7.9Very 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 ...
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
from
44€
Days Inn by Wyndham Winchester
Hotel
6.6Pleasant (618)
Located in Virginia's beautiful Shenandoah Valley, the Days Inn by Wyndham Winchester hotel is just off Interstate 81. ...
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. ...
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. ...
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 ...
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 ...
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. ...
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. ...
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
from
53€
SpringHill Suites by Marriott Winchester
Hotel
9.2Exceptional (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
from
58€
Fairfield Inn and Suites by Marriott Winchester
Hotel
8.6Fabulous (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 ...