Winchester, VA
Travel Guide
Visit Winchester
Where to stay in Winchester
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.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
$104 nightly
The price is $113 total per night from Sep 1 to Sep 2
$113 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,123 reviews)
"One of our fave places to stay when we visit Winchester."
Reviewed on Aug 10, 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
$92 nightly
The price is $100 total per night from Aug 17 to Aug 18
$100 total
Aug 17 - Aug 18
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,010 reviews)
"Staff was very helpful and accommodating. Thanks so much!"
Reviewed on Aug 9, 2025
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
$79 nightly
The price is $86 total per night from Sep 2 to Sep 3
$86 total
Sep 2 - Sep 3
Total includes taxes and fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,323 reviews)
Economical, spotless
"Great price , spotlessly clean. Have stayed here several times for one night, will stay again!"
Reviewed on Aug 10, 2025
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.
Canal Cabins
143 Louie's Ln, Paw Paw, WV
Stay at this 3-star cabin in Paw Paw. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Paw Paw Tunnel and Chesapeake and Ohio Canal ...
9.6/10 Exceptional! (8 reviews)
"Very nice"
Reviewed on Aug 9, 2025
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Edinburg
Stay at this vacation home in Woodstock. Enjoy a garden, laundry facilities, and patios. Popular attractions Shenandoah Vineyards and Edinburg Mill Museum are ...
9.8/10 Exceptional! (322 reviews)
"Lovely cabin in the woods perfect for our family for a relaxing vacation enjoying nature. Beautiful place to view the sunset from the porch."
Reviewed on Aug 10, 2025
Dreamtime - Modern A-frame Cabin w/ Hot tub
Berkeley Springs
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
10/10 Exceptional! (45 reviews)
"Cutest little house in the woods. We enjoyed the hot tub under the stars, and the very comfortable bed. It was quiet and relaxing in this home, and it was so nice to have the essentials provided (like coffee, sugar, creamer, garbage bags, paper towels, detergent). Very close to the brewery, and to ..."
Reviewed on Jul 16, 2025
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
Museum of the Shenandoah Valley
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.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
Winchester Medical Center
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.
Shenandoah University
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.
Apple Blossom Mall
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.
Shenandoah Valley Discovery Museum
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.
Other places like Winchester
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- Hotels near Old Town Winchester
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- Hotels near Bright Box Theater
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- Hotels near George Washington's Office
- Hotels near Handley Regional Library
- Hotels near Mt Hebron Cemetery
- Hotels near Winchester Little Theater
- Hotels near Stonewall Jackson's Headquarters
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- Flights from Frederick County
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- Car rentals near Old Town Winchester
- Car rentals near Patsy Cline Historic House
- Car rentals near Nalls Farm Market
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- Car rental Winchester Airport (WGO)
- Winchester Medical Center
- Shenandoah University
- Museum of the Shenandoah Valley
- Apple Blossom Mall
- Shenandoah Valley Discovery Museum
- Rock Harbor Golf Course
- Bright Box Theater
- Patsy Cline Historic House
- Winchester Little Theater
- Jim Barnett Park
- Stonewall Jackson's Headquarters
- The Kernstown Battlefield
- Handley Regional Library
- Mt Hebron Cemetery
- Abram's Delight
- Rocking S Ranch
- George Washington's Office
- Nalls Farm Market