Winchester, VA

Travel Guide
Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Where to stay in Winchester

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Old Town Winchester

Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.

Old Town Winchester
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Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Winchester Historic District
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is SAR 392 per night from Feb 6 to Feb 7
SAR 392
SAR 426 total
includes taxes & fees
6 Feb - 7 Feb
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,798 reviews)
"Good service"

Reviewed on 31 January 2025

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is SAR 244 per night from Mar 2 to Mar 3
SAR 244
SAR 265 total
includes taxes & fees
2 Mar - 3 Mar
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,100 reviews)
"Absolutely wonderful experience. Exceptionally clean with very nice staff."

Reviewed on 31 January 2025

Travelodge by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
The price is SAR 284 per night from Feb 9 to Feb 10
SAR 284
SAR 309 total
includes taxes & fees
9 Feb - 10 Feb
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,081 reviews)
"Enjoyed my stay here"

Reviewed on 12 January 2025

Microtel Inn & Suites by Wyndham Winchester
See all 1,869 properties in Winchester
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.
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Star Tannery
Book a stay at this family-friendly vacation home in Star Tannery. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the helpful staff ...
9.8/10 Exceptional! (175 reviews)
Exactly what we wanted
"The location was exactly what we needed and wanted. If you want to totally relax, get semi off the grid, this is your place. Take a hike and take it all in. Thank you to our hosts for making such a great property available."

Reviewed on 19 January 2025

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park
Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park
Berkeley Springs
Book a stay at this family-friendly chalet in Berkeley Springs. Enjoy free WiFi, a garden, and a pool table. Popular attractions Cacapon State Park and Cacapon ...
10/10 Exceptional! (230 reviews)
Beautiful house on the mountain
"We stayed a weekend at the Chalet and highly recommend! The hot tub was amazing, beds were comfortable and the view was beautiful. It was a relaxing and thoroughly enjoyable trip"

Reviewed on 13 January 2025

Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
Stay at this cottage in Luray. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Luray Caverns and Warehouse Art Gallery ...
9.8/10 Exceptional! (46 reviews)
hiking in shenandoah
"This is close to the thornton gap entrance. With the shades open, it's a very sunny house. The house is right in the town of Luray, so you're close to your neighbors, but they're quiet. If possible, the owners should put a curtain in front of the front glass door."

Reviewed on 4 January 2025

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
See all properties in Winchester
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.

Popular places to visit

Gardens at Glen Burnie House.

Museum of the Shenandoah Valley

5/5(19 reviews)

You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Museum of the Shenandoah Valley
Staircase at Handley Library

Handley Regional Library

5/5(2 reviews)

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.

Handley Regional Library

Winchester Medical Center

4/5(39 reviews)

Though Winchester Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winchester while you are here.

Winchester Medical Center

Shenandoah University

4.5/5(69 reviews)

Enjoy the collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.

Shenandoah University

Apple Blossom Mall

4/5(105 reviews)

You can enjoy retail therapy at Apple Blossom Mall during your visit to Winchester. While in this walkable area, you can savor the top-notch restaurants.

Apple Blossom Mall

Shenandoah Valley Discovery Museum

4.5/5(11 reviews)

You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.

Shenandoah Valley Discovery Museum

Other places like Winchester