Winchester, VA
Travel Guide
Visit Winchester
Where to stay in Winchester
Find the best Winchester areas and neighborhoods for the activities you enjoy most. Learn more about Winchester
Learn more about 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.
Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Winchester Little Theater and Stonewall Jackson's Headquarters.
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
$96 nightly
The price is $107 total per night from Aug 9 to Aug 10
$107 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,013 reviews)
"Good location and clean hotel"
Reviewed on Aug 4, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
$77 nightly
The price is $87 total per night from Aug 16 to Aug 17
$87 total
Aug 16 - Aug 17
Total with taxes and fees
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 ...
9.2/10 Wonderful! (1,000 reviews)
"Very nice for the price and staff was very helpful"
Reviewed on Aug 3, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Aug 13 to Aug 14
$138 total
Aug 13 - Aug 14
Total with taxes and fees
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,009 reviews)
"AC did not work in first suite. First and second suite sleeper sofa mattresses were dirty. Staff was helpful and polite."
Reviewed on Aug 4, 2026
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.
Silo Tiny House Cabin
Harpers Ferry WV
Stay at this cabin in Harpers Ferry. Enjoy free WiFi, a sauna, and patios. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino at ...
8.2/10 Very Good! (26 reviews)
"Pros- close to activities, cute home, large outdoor area, supplied coffee & variety of shower soaps. Great water pressure in shower. Fire pit was nice, need to take kindling. Bathrobes provided. Cons- stairs are treacherous. Railing is not attached properly. Weeds are taking over property. Walkway ..."
Reviewed on Jul 11, 2026
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Edinburg VA
Stay at this vacation home in Woodstock. Enjoy a garden, laundry facilities, and patios. Popular attractions Shenandoah Vineyards and Edinburg Mill Museum are ...
10/10 Exceptional! (415 reviews)
"Outstanding Property in Every Possible Way!My husband and I were lucky enough to celebrate our minimoon at Deer Haven and it was exceptional in every way! The pictures don't even do the place justice. The house was spacious, spotless clean, and both decks were incredible. The front deck offered those ..."
Reviewed on Aug 2, 2026
Roadhaven1830
355 Orchard Drive Mount Jackson VA
Stay at this apartment in Mount Jackson. Enjoy free WiFi, free parking, and a garden. Popular attractions Mt Jackson Thrift & Gift and Meems Bottom Covered Bridge ...
9.6/10 Exceptional! (46 reviews)
"Everything was well decorated and clean. The place was quiet except that it is right by Rt. 81. The property is maintained well but if you want to enjoy their lovely and spacious yard bring mosquito repellent as I was bitten several times. My husband in the other hand had a great time on the swing ..."
Reviewed on Aug 1, 2026
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.
Stay near popular Winchester attractions
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- Visit Purcellville
- Visit Delaplane
- Visit Strasburg
- Visit Marshall
- Visit Hume
- Visit Toms Brook
- Visit Middleburg
- Visit Bluemont
- Visit Front Royal
- Visit Upperville
- Visit Cross Junction
- Shenandoah Valley Discovery Museum
- Visit Stephens City
- Visit Middletown
- Visit Huntly
- Visit Star Tannery
- Visit Berryville
- Great Falls Park
- Bright Box Theater
- Visit Fort Valley
- Visit Boyce
- Visit Bentonville
- Visit Millwood
- Visit Old Town Winchester
- Visit Linden
- Visit Loudoun County
- Visit Ashburn
- Visit Round Hill
- Visit Maurertown
- Visit Lovettsville
- Visit Paris
- Visit Gore
- Visit White Post
- Patsy Cline Historic House
- Rent A Wreck Rental Cars in Winchester
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- Minivan Car Rentals in Winchester
- Avis Rental Cars in Winchester
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- Enterprise Rental Cars in Winchester
- Rental cars Washington Dulles Intl. airport
- Shenandoah University
- ValleyHealth Winchester Medical Center
- Patsy Cline Historic House
- Apple Blossom Mall
- Museum of the Shenandoah Valley
- Rock Harbor Golf Course
- Bright Box Theater
- Stonewall Jackson's Headquarters
- Winchester Little Theater
- Shenandoah Valley Discovery Museum
- Handley Regional Library
- Kernstown Battlefield
- Abram's Delight
- Rocking S Ranch
- George Washington's Office
- Nalls Farm Market
- Mt Hebron Cemetery
- Jim Barnett Park
