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 Bright Box Theater and Winchester Little Theater.
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $104 total per night from Jul 1 to Jul 2
$104 total
Jul 1 - Jul 2
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! (1,001 reviews)
"This was an easy to get to property. There was plenty of walk to restaurants nearby. Everyone was friendly and helpful. Breakfast was basic but plentiful."
Reviewed on Jun 23, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
$71 nightly
The price is $78 total per night from Jul 5 to Jul 6
$78 total
Jul 5 - Jul 6
Total with 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 in our reviews. ...
9.2/10 Wonderful! (980 reviews)
"It was the cleanest hotel I have ever stayed at. The property was well maintained. Free breakfast was good. I will stay there every time I pass through Winchester. The hotel looked like it was built and opened yesterday. Lol! Maybe that’s why everything was so clean. Only time will tell. And the ..."
Reviewed on Jun 23, 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 Jul 2 to Jul 3
$138 total
Jul 2 - Jul 3
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! (1,000 reviews)
"Enjoyed the stay here for a weekend exploring the Shenandoah Valley."
Reviewed on Jun 23, 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.
Private, light filled retreat space...
with your own pickleball court!
Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ice House and Berkeley ...
10/10 Exceptional! (85 reviews)
"We had a wonderful stay! The home was clean, comfortable, and exactly as described. The host made everything very easy. We would definitley stay here again and highly recommend it."
Reviewed on Jun 14, 2026
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Harpers Ferry WV
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Harpers Ferry National Historical Park and ...
10/10 Exceptional! (89 reviews)
"The house was very clean and comfortable. Very close to town."
Reviewed on Jun 11, 2026
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! (65 reviews)
"I found the atmosphere cozier and lovely. I really liked it."
Reviewed on Jun 8, 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 top-notch restaurants or charming coffeehouses 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.
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.
Winchester Little Theater
5/5(3 reviews)
Enjoy a show at Winchester Little Theater, a storied theater in 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 George Washington's Office
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- Hotels near Stonewall Jackson's Headquarters
- Hotels near Patsy Cline Historic House
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- 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 rental Winchester Airport (WGO)
- ValleyHealth Winchester Medical Center
- Shenandoah University
- Apple Blossom Mall
- Museum of the Shenandoah Valley
- Patsy Cline Historic House
- Winchester Little Theater
- Rock Harbor Golf Course
- Bright Box Theater
- Shenandoah Valley Discovery Museum
- Jim Barnett Park
- Kernstown Battlefield
- Handley Regional Library
- Stonewall Jackson's Headquarters
- Rocking S Ranch
- Mt Hebron Cemetery
- George Washington's Office
- Abram's Delight
- Nalls Farm Market
