Winchester Historic District
Winchester
Visit Winchester Historic District
Stay near popular Winchester Historic District attractions
Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is CA $173 per night from Jul 16 to Jul 17
CA $173
CA $196 total
Jul 16 - Jul 17
includes taxes & 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! (1,015 reviews)
"Very good restaurant and staff. Highly recommend This hotel it's very old but up to date,large well furnished rooms and great bed."
Reviewed on Jul 8, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jul 26 to Jul 27
CA $129
CA $144 total
Jul 26 - Jul 27
includes taxes & 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. ...
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is CA $99 per night from Jul 23 to Jul 24
CA $99
CA $113 total
Jul 23 - Jul 24
includes taxes & 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! (1,008 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"
Reviewed on Jul 5, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is CA $137 per night from Aug 2 to Aug 3
CA $137
CA $157 total
Aug 2 - Aug 3
includes taxes & 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! (1,011 reviews)
"Looked brand new or fully remodeled. Price was exceptional for this kind of quality!"
Reviewed on Jul 7, 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is CA $133 per night from Jul 22 to Jul 23
CA $133
CA $148 total
Jul 22 - Jul 23
includes taxes & 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 ...
9.2/10 Wonderful! (1,432 reviews)
"Staff were friendly/courteous. Lobby and breakfast area were clean. Good choices for breakfast each day. Room was clean but entire hallway smelled like marijuana (very strong odor). After our first night, when room was cleaned, used towels were taken but weren't replaced with clean ones. I asked ..."
Reviewed on Jul 6, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is CA $115 per night from Jul 28 to Jul 29
CA $115
CA $128 total
Jul 28 - Jul 29
includes taxes & fees
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very good! (1,006 reviews)
"Hotel is starting to run down, needs some remodeling."
Reviewed on Jul 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.
Check Winchester Historic District hotel availability
Where to stay in Winchester Historic District
Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Winchester Historic District
Learn more about Winchester Historic District
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
Explore a world of travel with Expedia
- Hotels with a Pool in Winchester
- Middletown Hotels
- Winchester Hotels
- Hotels near Bluemont Vineyard
- Luxury Hotels in Gore
- Cozy Mountain Retreat with Pickle
- Lodges in Riverton
- Hampton Inn Front Royal
- Old Town Winchester Hotels
- Doubletree by Hilton Front Royal Blue Ridge Shadows
- Markham Hotels
- Secluded River Cabin Getaway (Masten Cabin)
- Cabin Rentals in Paris
- Pet-Friendly Hotels in Winchester
- Blue Ridge Motel
- Hot Tub Mountain View Dog Friendly Modern Chalet
- Beach Hotel Hotels in Blue Ridge
- Breathtaking View with an Indoor Pool
- Gainesboro Hotels
- Ramada by Wyndham Strasburg/Shenandoah Valley
- Best Western Hotels in Winchester
- Berryville Hotels
- Hotels near Washington Dulles Intl.
- Cheap Hotels in Stephens City
- B&B in Boyce
- 4 Star Hotels in Winchester
- Twi
- Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
- Hotels near RdV Vineyards
- Marriott Hotels & Resorts in Linden
- Holiday Inn Express Winchester South
- Hygge River House • Hot Tub
- Motels in Gore
- Sean's Bar Cozy Irish Retreat
- Upperville Hotels
- Relax Inn Motel
- Gateway Inn
- Apartments in Winchester
- Towneplace Suites by Marriott Front Royal
- Paris Hotels
- 5 Star Hotels in Strasburg
- Baymont by Wyndham Front Royal Near Shenandoah National Park
- Front Royal Hotels
- Hotels with Kitchenettes in Winchester
- Linden Hotels
- Historic Hotels in Stephens City
- Apartments in Millwood
- Hotels near Linden Vineyards
- Front Royal Hilltop Cabin w/ Panoramic Views!
- L'auberge Provencale Inn & Restaurant
- 5 Star Hotels in Middletown
- Pet-Friendly Hotels in Strasburg
- Hyatt Hotels in Hamilton
- Quality Inn Stephens City
- Strasburg Hotels
- Cheap Hotels in Winchester
- Condo Rentals in Stephens City
- Spark by Hilton Winchester
- Motels in Winchester
- Flights to Millwood
- Flights from Dallas (DFW) to Winchester (WGO)
- Flights from El Paso (ELP) to Winchester (WGO)
- Flights from Vancouver (YVR) to Washington (IAD)
- Flights from Fort Lauderdale (FLL) to Winchester (WGO)
- Flights from Star Tannery
- Flights from Greenville (GSP) to Winchester (WGO)
- Flights from Mesa (AZA) to Winchester (WGO)
- Flights from Markham
- Flights from Winchester Regional
- Flights from Hartford (BDL) to Winchester (WGO)
- Flights from Syracuse (SYR) to Winchester (WGO)
- Flights to Winchester
- Flights from Washington Dulles Intl.
- Flights from Calgary (YYC) to Washington (IAD)
- Flights to Boyce
- Flights from Denver (DEN) to Winchester (WGO)
- Flights to Front Royal
- Flights from Montreal (YUL) to Washington (IAD)
- Flights from Toronto (YYZ) to Winchester (WGO)
- Flights from Toronto (YYZ) to Washington (IAD)
- Flights from Saskatoon (YXE) to Washington (IAD)
- Flights from Calgary (YYC) to Winchester (WGO)
- Flights from New York (LGA) to Winchester (WGO)
- Flights to Syria
