trover photo by Fernando Begay

Winchester Resorts

Search over 1 million properties and 550 airlines worldwide

Search over 1 million flights, hotels, packages, and more

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

Featured Resorts in Winchester

Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
Free CancellationReserve now, pay when you stay
$450
per night
Jan 26 - Jan 27

This family-friendly Middleburg resort is located in the historical district, within 3 mi (5 km) of National Sporting Library & Museum and Greenhill Winery & ...

4.6/5Wonderful! (152 reviews)

"Nice property. Great wine selection. Unsatisfactory food options. Largely unhealthy."…"

Reviewed on Jan 21, 2020

Salamander Resort And Spa
Lansdowne Resort and Spa
4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Free CancellationReserve now, pay when you stay
$263
per night
Feb 23 - Feb 24

Located near the airport, this family-friendly resort is within 9 mi (15 km) of Village at Leesburg, Lost Rhino Brewing Company, and Old Ox Brewery. Morven Park ...

4.1/5Very Good! (450 reviews)

"Elegant experience with unique design. 5 star facility with stunning views and exceptional customer service."…"

Reviewed on Jan 6, 2020

Lansdowne Resort and Spa
Avalon Resort - Clothing Optional
223 Avalon Ln, Paw Paw, WV
Get Rates

Situated in the mountains, this resort is 10.2 mi (16.4 km) from Paw Paw Tunnel and 11.1 mi (17.8 km) from Chesapeake and Ohio Canal National Historical Park. ...

No reviews
Avalon Resort - Clothing Optional
Don't see what you're looking for?
See all available properties in Winchester
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Winchester

Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
$89
per night
Feb 2 - Feb 3
4.5/5Wonderful! (1,744 reviews)

"Excellent property - only negative is noise from the on ramp to the I 95. Ask for a room at the front of the hotel."…"

Reviewed on Jan 22, 2020

Country Inn & Suites by Radisson, Winchester, VA
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5
103 E Piccadilly St, Winchester, VA
$93
per night
Feb 2 - Feb 3
4.7/5Exceptional! (1,130 reviews)

"Beautiful old hotel with history galore! Loved our stay! Walking distance to the walking mall was wonderful!"…"

Reviewed on Jan 21, 2020

The George Washington Hotel, A Wyndham Grand Hotel
Motel 6 Winchester, VA
Motel 6 Winchester, VA
2 out of 5
2951 Valley Avenue, Winchester, VA
$51
per night
Jan 26 - Jan 27
4/5Very Good! (766 reviews)

"Easy parking and access to local restaurants & shopping"…"

Reviewed on Jan 20, 2020

Motel 6 Winchester, VA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

More trip options