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
$77 nightly
The price is $87 total per night from Jul 20 to Jul 21
$87 total
Jul 20 - Jul 21
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! (1,007 reviews)
"Overall great experience - with that said their computer system wasnt working right. I was charged for the room twice (over and above the already charged payment from Expedia) and also a $100 security deposit. I brought it up the next day and it was immediately corrected. Nice hotel, good local, ..."
Reviewed on Jun 24, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
$76 nightly
The price is $83 total per night from Jul 5 to Jul 6
$83 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! (985 reviews)
"Great overnight stay with the family. The rooms were clean and comfortable, and the kids absolutely loved the breakfast spread. I would recommend staying here if you're in the area or just passing through."
Reviewed on Jun 26, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
$120 nightly
The price is $136 total per night from Jul 6 to Jul 7
$136 total
Jul 6 - Jul 7
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! (1,001 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.
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 ...
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
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! (86 reviews)
"Everything inside was as described. I would let people know that the stairs are to the rental itself and not to the bedroom. My daughter and I enjoyed our stay. Many interesting antique items in the rental."
Reviewed on Jun 24, 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
Other places like Winchester
Explore a world of travel with Expedia
- Hotels near Old Town Winchester
- Historic Hotels in Old Town Winchester
- Hotels with Restaurants in Old Town Winchester
- Casino Hotels in Old Town Winchester
- Hotels with Bars in Old Town Winchester
- Resorts & Hotels with Spas in Old Town Winchester
- Cheap Hotels in Old Town Winchester
- Hotels with Connecting Rooms in Old Town Winchester
- 5 Star Hotels in Old Town Winchester
- Hotels with Hot Tubs in Old Town Winchester
- Boutique Hotels in Old Town Winchester
- Hotels with Balconies in Old Town Winchester
- Hotels with Laundry Facilities in Old Town Winchester
- Gay friendly Hotels in Old Town Winchester
- Ski Hotels in Old Town Winchester
- Luxury Hotels in Old Town Winchester
- Business Hotels in Old Town Winchester
- Beach Hotels in Old Town Winchester
- 4 Star Hotels in Old Town Winchester
- Hotels with Room Service in Old Town Winchester
- Hotel Wedding Venues Hotels in Old Town Winchester
- 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
- Hotels near Museum of the Shenandoah Valley
- Hotels near Jim Barnett Park
- Hotels near Abram's Delight
- Hotels near Winchester-Frederick County Convention & Visitors Bureau
- Hotels near Shenandoah University
- Hotels near Apple Blossom Mall
- Hotels near ValleyHealth Winchester Medical Center
- Hotels near Rock Harbor Golf Course
- Flights from Frederick County
- Flights to Frederick County
- Flights from Winchester Regional
- Flights from Richmond (RIC) to Winchester (WGO)
- Flights from Houston (IAH) to Winchester (WGO)
- Flights from Washington (IAD) to Winchester (WGO)
- Flights from Baltimore (BWI) to Winchester (WGO)
- Flights from Pittsburgh (PIT) to Winchester (WGO)
- Flights from Washington (DCA) to Winchester (WGO)
- Flights from Dallas (DFW) to Winchester (WGO)
- Flights from Charlotte (CLT) to Winchester (WGO)
- Flights from New York (JFK) to Winchester (WGO)
- Flights from Norfolk (ORF) to Winchester (WGO)
- Flights from Raleigh (RDU) to Winchester (WGO)
- Flights from Knoxville (TYS) to Winchester (WGO)
- Flights from Chattanooga (CHA) to Winchester (WGO)
- Flights from Atlanta (ATL) to Winchester (WGO)
- Flights from Philadelphia (PHL) to Winchester (WGO)
- Flights from Chicago (ORD) to Winchester (WGO)
- Flights from Seattle (SEA) to Winchester (WGO)
- Flights from Boston (BOS) to Winchester (WGO)
- Flights from Nashville (BNA) to Winchester (WGO)
- Flights from Orlando (MCO) to Winchester (WGO)
- Flights from Greensboro (GSO) to Winchester (WGO)
- Flights from Columbus (CMH) to Winchester (WGO)
- Flights from Indianapolis (IND) to Winchester (WGO)
- Flights from St. Louis (STL) to Winchester (WGO)
- Flights from Los Angeles (LAX) to Winchester (WGO)
- Flights from Savannah (SAV) to Winchester (WGO)
- Flights from San Diego (SAN) to Winchester (WGO)
- Flights from Myrtle Beach (MYR) to Winchester (WGO)
- Flights from Detroit (DTW) to Winchester (WGO)
- Flights from Jacksonville (JAX) to Winchester (WGO)
- Flights from Tampa (TPA) to Winchester (WGO)
- Flights from Kansas City (MCI) to Winchester (WGO)
- Flights to Winchester Regional
- Flights from Minneapolis (MSP) to Winchester (WGO)
- Flights from Cincinnati (CVG) to Winchester (WGO)
- Flights from Greenville (GSP) to Winchester (WGO)
- Flights from Grand Rapids (GRR) to Winchester (WGO)
- Car rentals near Old Town Winchester
- Car rentals near Patsy Cline Historic House
- Car rentals near Nalls Farm Market
- Car rentals near Shenandoah University
- Van Car Rentals near Shenandoah University
- Car rentals near Apple Blossom Mall
- Car rentals near ValleyHealth Winchester Medical Center
- Car rentals near College Park
- 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
- Handley Regional Library
- Kernstown Battlefield
- Stonewall Jackson's Headquarters
- Rocking S Ranch
- Mt Hebron Cemetery
- George Washington's Office
- Abram's Delight
- Nalls Farm Market
