Holiday homes & B&B in Winchester
Choose the right place for you
FACILITIES
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Non Smoking Only
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Pets Allowed
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Wi-Fi
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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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
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Winchester - United States
Executive Suites
- 3 Guests 1Bedroom
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 ... -
Winchester - United States
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. ... -
Winchester - United States
The Queen of Winchester
- 2 Guests 2Bedrooms
This apartment 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 ... -
Winchester - United States
Historic District Downtown Winchester
- 2 Guests 1Bedroom
10 Exceptional (2)This condo 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 include Shenandoah Valley Discovery ... -
Winchester - United States
Luxury Basement Apartment LA CASA
- 2 Guests 1Bedroom
Located in Winchester and only 3.7 km from Glen Burnie Historic House and Gardens, Luxury Basement Apartment LA CASA provides accommodation with garden views, free WiFi and free private parking. ... -
Winchester - United States
Downtown Winchester Modern Upscale Home
- 6 Guests 3Bedrooms
Located in Winchester in the Virginia region, Downtown Winchester Modern Upscale Home provides accommodation with free WiFi and free private parking. This holiday home offers a garden. The accommodation ... -
Winchester - United States
Furnished Apartment
- 2 Guests 1Bedroom
This apartment is located in Winchester. The Kernstown Battlefield and Abram's Delight are local landmarks, and the area's natural beauty can be seen at Jim Barnett Park and Mackintosh Fruit Farm. Shenandoah ...
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
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Winchester - United States
Days Inn by Wyndham Winchester
- Hotel
8.5 Fabulous (1078)Located in Virginia's beautiful Shenandoah Valley, the Days Inn by Wyndham Winchester hotel is just off Interstate 81. ... -
Winchester - United States
Holiday Inn WINCHESTER SE-HISTORIC GATEWAY
- Hotel
11.9 Exceptional (3137)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 ... -
Winchester - United States
The George Washington A Wyndham Grand Hotel
- Hotel
12.1 Exceptional (3347)The 4.5-star The George Washington A Wyndham Grand Hotel offers comfort and convenience whether you're on business or holiday in Winchester (VA). The property features a wide range of facilities to make ... -
Winchester - United States
Wingate by Wyndham Winchester
- Hotel
11.8 Exceptional (3182)Conveniently located off Interstate 81, this Wingate by Wyndham Winchester is near Shenandoah University, historic landmarks, golf, shopping and many local restaurants. Ideal for both work and play, this ... -
Winchester - United States
ANS INN & SUITES
- Hotel
10 Exceptional (186)Located in Winchester, ANS INN & SUITES features a garden, terrace, BBQ facilities, and free WiFi throughout the property. The property is around 4.1 km from Alamo Drafthouse Cinema - Winchester, 5. ... -
Winchester - United States
SpringHill Suites by Marriott Winchester
- Hotel
12.6 Exceptional (1147)Located in Winchester, SpringHill Suites by Marriott Winchester is connected to a shopping center, within a 10-minute drive of Shenandoah Valley Discovery Museum and Patsy Cline Historic House. This hotel ... -
Winchester - United States
Hilton Garden Inn Winchester
- Hotel
11.7 Exceptional (1332)The following services and amenities are available, but with **reduced service**: Breakfast.The hotel in Winchester, VA to experience is the Hilton Garden Inn Winchester. Surrounded by the Shenandoah Valley ... -
Winchester - United States
Candlewood Suites Winchester
- Hotel
11.3 Exceptional (1250)Winchester, VA Hotel Offers Convenient Location The Candlewood Suites Winchester extended stay hotel is the ideal choice for long-term travelers. We're conveniently located near Interstate 81 and the ... -
Winchester - United States
Sleep Inn & Suites
- Hotel
10.6 Exceptional (3388)The Sleep Inn & Suites hotel is conveniently located in the town of Winchester, less than one mile from Shenandoah University. ... -
Winchester - United States
Hampton Inn Winchester-University/Mall Area
- Hotel
12 Exceptional (2908)The following services and amenities are available, but with **reduced service**: Fitness Center, Breakfast, Pool.The Hampton Inn Winchester-University/Mall hotel has easy access off Virginia Interstate ... -
Winchester - United States
Holiday Inn Express and Suites Winchester
- Hotel
11.8 Exceptional (2066)Located in the heart of the Shenandoah Valley, the Holiday Inn Express® Hotel &Suites Winchester has something for everyone. This location is convenient for business and a delight for leisure travelers. ... -
Winchester - United States
Fairfield Inn and Suites by Marriott Winchester
- Hotel
11.7 Exceptional (1554)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 ... -
Winchester - United States
Courtyard by Marriott Winchester
- Hotel
11.7 Exceptional (2234)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 14.4 mi (23.1 ... -
Winchester - United States
TRU By Hilton Winchester
- Hotel
11.8 Exceptional (1480)With a stay at TRU By Hilton Winchester in Winchester, you'll be within a 5-minute drive of Nalls Farm Market and Stonewall Jackson's Headquarters. This hotel is 10.2 mi (16.4 km) from Summit Point Motorsports ... -
Winchester - United States
TownePlace Suites by Marriott Winchester
- Hotel
11.8 Exceptional (1112)Welcome to the TownePlace Suites by Marriott in Winchester, VA! Located in the heart of the gorgeous Shenandoah Valley with convenient access to I-81 at exit 315. Our hotels suites are ideal for travelers ... -
Winchester - United States
La Quinta Inn & Suites by Wyndham Winchester
- Hotel
11.4 Exceptional (3898)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. ... -
Winchester - United States
Microtel Inn & Suites by Wyndham Winchester
- Hotel
12.1 Exceptional (1578)Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Patsy Cline Historic House and Jim Barnett Park. This hotel is 3.6 mi (5.8 km) from Museum of the Shenandoah ... -
Winchester - United States
Quality Inn Winchester Area
- Hotel
11.8 Exceptional (2809)The Quality Inn hotel in Winchester, VA near Shenandoah University will get you rested and ready for anything. This hotel is near other sites and activities like the Winchester Gateway, Museum of the Shenandoah ... -
Winchester - United States
Travelodge by Wyndham Winchester
- Hotel
9.9 Exceptional (3847)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 ... -
Winchester - United States
Motel6 Winchester, VA
- Hotel
10.4 Exceptional (3426)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 ...
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?
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![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
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Winchester - United States
Days Inn by Wyndham Winchester
- Hotel
8.5 Fabulous (1078)Located in Virginia's beautiful Shenandoah Valley, the Days Inn by Wyndham Winchester hotel is just off Interstate 81. ... -
Winchester - United States
Holiday Inn WINCHESTER SE-HISTORIC GATEWAY
- Hotel
11.9 Exceptional (3137)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 ... -
Winchester - United States
The George Washington A Wyndham Grand Hotel
- Hotel
12.1 Exceptional (3347)The 4.5-star The George Washington A Wyndham Grand Hotel offers comfort and convenience whether you're on business or holiday in Winchester (VA). The property features a wide range of facilities to make ... -
Winchester - United States
Wingate by Wyndham Winchester
- Hotel
11.8 Exceptional (3182)Conveniently located off Interstate 81, this Wingate by Wyndham Winchester is near Shenandoah University, historic landmarks, golf, shopping and many local restaurants. Ideal for both work and play, this ... -
Winchester - United States
ANS INN & SUITES
- Hotel
10 Exceptional (186)Located in Winchester, ANS INN & SUITES features a garden, terrace, BBQ facilities, and free WiFi throughout the property. The property is around 4.1 km from Alamo Drafthouse Cinema - Winchester, 5. ... -
Winchester - United States
SpringHill Suites by Marriott Winchester
- Hotel
12.6 Exceptional (1147)Located in Winchester, SpringHill Suites by Marriott Winchester is connected to a shopping center, within a 10-minute drive of Shenandoah Valley Discovery Museum and Patsy Cline Historic House. This hotel ... -
Winchester - United States
Hilton Garden Inn Winchester
- Hotel
11.7 Exceptional (1332)The following services and amenities are available, but with **reduced service**: Breakfast.The hotel in Winchester, VA to experience is the Hilton Garden Inn Winchester. Surrounded by the Shenandoah Valley ... -
Winchester - United States
Candlewood Suites Winchester
- Hotel
11.3 Exceptional (1250)Winchester, VA Hotel Offers Convenient Location The Candlewood Suites Winchester extended stay hotel is the ideal choice for long-term travelers. We're conveniently located near Interstate 81 and the ... -
Winchester - United States
Sleep Inn & Suites
- Hotel
10.6 Exceptional (3388)The Sleep Inn & Suites hotel is conveniently located in the town of Winchester, less than one mile from Shenandoah University. ... -
Winchester - United States
Hampton Inn Winchester-University/Mall Area
- Hotel
12 Exceptional (2908)The following services and amenities are available, but with **reduced service**: Fitness Center, Breakfast, Pool.The Hampton Inn Winchester-University/Mall hotel has easy access off Virginia Interstate ... -
Winchester - United States
Holiday Inn Express and Suites Winchester
- Hotel
11.8 Exceptional (2066)Located in the heart of the Shenandoah Valley, the Holiday Inn Express® Hotel &Suites Winchester has something for everyone. This location is convenient for business and a delight for leisure travelers. ... -
Winchester - United States
Fairfield Inn and Suites by Marriott Winchester
- Hotel
11.7 Exceptional (1554)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 ... -
Winchester - United States
Courtyard by Marriott Winchester
- Hotel
11.7 Exceptional (2234)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 14.4 mi (23.1 ... -
Winchester - United States
TRU By Hilton Winchester
- Hotel
11.8 Exceptional (1480)With a stay at TRU By Hilton Winchester in Winchester, you'll be within a 5-minute drive of Nalls Farm Market and Stonewall Jackson's Headquarters. This hotel is 10.2 mi (16.4 km) from Summit Point Motorsports ... -
Winchester - United States
TownePlace Suites by Marriott Winchester
- Hotel
11.8 Exceptional (1112)Welcome to the TownePlace Suites by Marriott in Winchester, VA! Located in the heart of the gorgeous Shenandoah Valley with convenient access to I-81 at exit 315. Our hotels suites are ideal for travelers ... -
Winchester - United States
La Quinta Inn & Suites by Wyndham Winchester
- Hotel
11.4 Exceptional (3898)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. ... -
Winchester - United States
Microtel Inn & Suites by Wyndham Winchester
- Hotel
12.1 Exceptional (1578)Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Patsy Cline Historic House and Jim Barnett Park. This hotel is 3.6 mi (5.8 km) from Museum of the Shenandoah ... -
Winchester - United States
Quality Inn Winchester Area
- Hotel
11.8 Exceptional (2809)The Quality Inn hotel in Winchester, VA near Shenandoah University will get you rested and ready for anything. This hotel is near other sites and activities like the Winchester Gateway, Museum of the Shenandoah ... -
Winchester - United States
Travelodge by Wyndham Winchester
- Hotel
9.9 Exceptional (3847)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 ... -
Winchester - United States
Motel6 Winchester, VA
- Hotel
10.4 Exceptional (3426)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 ...
