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 Shenandoah Valley Discovery Museum.
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
$74 nightly
The price is $84 total per night from May 31 to Jun 1
$84 total
May 31 - Jun 1
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 ...
9/10 Wonderful! (1,021 reviews)
We got in late, and the person at the front desk was a DREAM, even getting us a rollaway bed and making sure we had everything we needed. We will definitely stay there again!
Reviewed on May 5, 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
$70 nightly
The price is $76 total per night from May 24 to May 25
$76 total
May 24 - May 25
Total with taxes and fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,056 reviews)
Great check in; bed comfortable; could improve plug ins for cell phones and update lights. Sofa/furniture could becould be updated.
Reviewed on May 3, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
$122 nightly
The price is $138 total per night from Jun 4 to Jun 5
$138 total
Jun 4 - Jun 5
Total with taxes and fees
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,004 reviews)
Staff was excellent- friendly, courteous. Helpful. Gym - small - but clean and most that you need. Pool - beautiful- on smaller side. Great bar vibe. Excellent location. This Wyndham so much better quality than the Wyndham we stayed at in Savannah, GA. Uno Pizzaria - connected to hotel - terrible ...
Reviewed on May 2, 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.
Dreamtime - Modern A-frame Cabin w/ Hot tub
Berkeley Springs WV
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! (62 reviews)
Loved this cabin. Absolutely gorgeous area. Highly recommend.
Reviewed on Apr 13, 2026
Roadhaven1830
355 Orchard Drive Mount Jackson VA
Stay at this apartment in Mount Jackson. Enjoy free parking and a garden. Popular attractions Mt Jackson Thrift & Gift and Meems Bottom Covered Bridge are located ...
9.6/10 Exceptional! (40 reviews)
Very clean close to every and anything local food was amazing and host had a book that showed a lot about the area which came in handy and grounds was so nice games was fun and pit was amazing bed was so comfortable shower pressure was great water was nice an hot too will come back
Reviewed on Apr 12, 2026
Riverfront, pet friendly ! Log cabin with 2 bedrooms and loft!
Luray VA
Stay at this cabin in Luray. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hazard Mill Recreation Area and Chalybeate Spring are located ...
10/10 Exceptional! (298 reviews)
My husband and I spent an extended weekend for our anniversary at this beautiful cabin. The cabin was cozy, with a convenient doggie run, a large screened in porch where we had our coffee in the morning and a fabulous deck that overlooked a spectacular view of the river. My husband and I loved our ...
Reviewed on May 5, 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.
Popular places to visit
Museum of the Shenandoah Valley
5/5(20 reviews)
You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Jim Barnett Park
4/5(1 review)
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Shenandoah University
4.5/5(70 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 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.
Apple Blossom Mall
4/5(106 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.
Patsy Cline Historic House
4/5(19 reviews)
You can find out about the history of Winchester with a stop at Patsy Cline Historic House. 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
- Hotels near Old Court House Civil War Museum
- Frederick County Hotels
- Hotels near Shenandoah Valley Discovery Museum
- 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
- Hotels near Patsy Cline Historic House
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- Hotels near Abram's Delight
- Hotels near Winchester-Frederick County Convention & Visitors Bureau
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- Flights from Frederick County
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- Car rentals near Old Town Winchester
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- Car rentals near Apple Blossom Mall
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- Car rental Winchester Airport (WGO)
- Shenandoah University
- ValleyHealth Winchester Medical Center
- Museum of the Shenandoah Valley
- Shenandoah Valley Discovery Museum
- Apple Blossom Mall
- Patsy Cline Historic House
- Bright Box Theater
- Rock Harbor Golf Course
- Winchester Little Theater
- Stonewall Jackson's Headquarters
- Kernstown Battlefield
- Jim Barnett Park
- Mt Hebron Cemetery
- Handley Regional Library
- Abram's Delight
- Rocking S Ranch
