Hotels in Old Town Winchester
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Old Town Winchester hotels
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
9.4 out of 10, Exceptional, (1,005 reviews)
"Great hotel!"
CHARLES
The price is S$175
includes taxes & fees
5 Mar - 6 Mar
The Inn at Charles Town - Hollywood Casino
The Inn at Charles Town - Hollywood Casino30 km from Old Town Winchester
8.6 out of 10, Excellent, (541 reviews)
"Clean room and facilities and super friendly staff"
Jenn
The price is S$161
includes taxes & fees
25 Feb - 26 Feb
Rodeway Inn & Suites Charles Town
Rodeway Inn & Suites Charles Town29.7 km from Old Town Winchester
8.6 out of 10, Excellent, (1,006 reviews)
"Staff was very courteous "
Crystal
The price is S$97
includes taxes & fees
17 Mar - 18 Mar
Days Inn by Wyndham Charles Town/Harpers Ferry
Days Inn by Wyndham Charles Town/Harpers Ferry29.6 km from Old Town Winchester
8.0 out of 10, Very good, (1,004 reviews)
"Nice place to stay"
Cynthia
The price is S$96
includes taxes & fees
25 Feb - 26 Feb
Travelodge By Wyndham Charles Town/Harpers Ferry
Travelodge By Wyndham Charles Town/Harpers Ferry29.5 km from Old Town Winchester
7.0 out of 10, Good, (269 reviews)
"Room was very clean and quiet!"
Mary ann
The price is S$91
includes taxes & fees
22 Mar - 23 Mar
The Carriage Inn B&B
The Carriage Inn B&B29.3 km from Old Town Winchester
9.6 out of 10, Exceptional, (441 reviews)
"Excellent accommodations and breakfast. "
William
The price is S$220
includes taxes & fees
23 Mar - 24 Mar
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant14.1 km from Old Town Winchester
9.6 out of 10, Exceptional, (175 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
DONNA
The price is S$262
includes taxes & fees
4 Mar - 5 Mar
Hampton Inn Martinsburg South-Inwood
Hampton Inn Martinsburg South-Inwood22.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (650 reviews)
"Very clean, friendly staff would definitely stay there again. "
John
The price is S$127
includes taxes & fees
1 Mar - 2 Mar
TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott Winchester3 km from Old Town Winchester
8.8 out of 10, Excellent, (488 reviews)
"Nice place to stay. Great staff and breakfast."
Stormy
The price is S$156
includes taxes & fees
1 Mar - 2 Mar
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (813 reviews)
"Great stay!"
Rene
The price is S$148
includes taxes & fees
22 Mar - 23 Mar
APM Inn & Suites
APM Inn & Suites2.3 km from Old Town Winchester
6.6 out of 10, (365 reviews)
"Room was quite nice for the price, and check in lady was very nice "
Glen
The price is S$79
includes taxes & fees
6 Mar - 7 Mar
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park29.8 km from Old Town Winchester
6.4 out of 10, (930 reviews)
"Nice staff "
Anthony
The price is S$82
includes taxes & fees
19 Mar - 20 Mar
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester4.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,448 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
Eleanor
The price is S$112
includes taxes & fees
23 Feb - 24 Feb
Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHG3.1 km from Old Town Winchester
8.8 out of 10, Excellent, (554 reviews)
"Clean rooms, great shower water pressure, friendly staff "
Lorenzo
The price is S$115
includes taxes & fees
23 Mar - 24 Mar
Quality Inn Winchester
Quality Inn Winchester4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay, as usual"
Mary
The price is S$116
includes taxes & fees
28 Feb - 1 Mar
Hillbrook Inn
Hillbrook Inn21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (674 reviews)
"Wonderful staff, and fall cottage was lovely."
Henrik
The price is S$251
includes taxes & fees
24 Feb - 25 Feb
Days Inn by Wyndham Winchester
Days Inn by Wyndham Winchester4.2 km from Old Town Winchester
6.6 out of 10, (497 reviews)
"Very comfortable stay"
Jose David
The price is S$96
includes taxes & fees
3 Mar - 4 Mar
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA2.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (864 reviews)
"The staff was wonderful! "
Jayne
The price is S$152
includes taxes & fees
4 Mar - 5 Mar
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National Park30.4 km from Old Town Winchester
7.6 out of 10, Good, (1,001 reviews)
"The staff was friendly and attentive.
The room was clean.
The breakfast was good, with pancakes, toast, cereal, juice, and coffee.
Good location for visiting Shenandoah National Park."
Teresa
The price is S$87
includes taxes & fees
23 Feb - 24 Feb
TRU By Hilton Winchester
TRU By Hilton Winchester4.4 km from Old Town Winchester
9.0 out of 10, Wonderful, (797 reviews)
"Clean room, good breakfast, easy check in/out."
Joseph
The price is S$123
includes taxes & fees
22 Mar - 23 Mar
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.
Where to stay in Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most.
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 Shenandoah Valley Discovery Museum.
Frequently asked questions
Explore a world of travel with Expedia
- 4 Star Hotels in Middleburg
- Airlie Hotels
- Ashburn Hotels
- Berryville Hotels
- Cabin Rentals in Blue Ridge
- Hotels near Blue Ridge Center for Environmental Stewardship
- Resorts in Bluemont
- Boyce Hotels
- Castleton Hotels
- Delaplane Hotels
- Loudoun County Hotels
- Page County Hotels
- Edinburg Hotels
- Cabin Rentals in Front Royal
- Hotels near Front Royal Entrance Shenandoah National Park
- Gay friendly Hotels in Front Royal
- Front Royal Hotels
- Gay friendly Hotels in Gainesville
- Leesburg Hotels
- Resorts in Luray
- Markham Hotels
- Hotels near Mary's Rock Summit Trailhead
- Maurertown Hotels
- Hotels with Swimming Pools in Middleburg
- Middleburg Hotels
- Middletown Hotels
- Cottages in Millwood
- Motel 6 Hotels in Millwood
- Hotels near One Loudoun
- Paeonian Springs Hotels
- Paris Hotels
- Hotels near Quattro Goomba's Winery
- Hotels near Skyline Caverns
- Star Tannery Hotels
- Stephens City Hotels
- Cottages in Sterling
- Budget Hotels in Sterling
- Strasburg Hotels
- Warrenton Hotels
- White Post Hotels
- Cabin Rentals in Winchester
- Cottages in Winchester
- Boutique Hotels in Winchester
- Gay friendly Hotels in Winchester
- Hotels with indoor pool in Winchester
- Hotels with smoking rooms in Winchester
- Hotels with Spa in Winchester
- Winchester Hotels
- Villas in Winchester
- Woodstock Hotels
- Flights to Ashburn
- Flights to Hamilton
- Flights to Mount Jackson
- Flights from Boyce
- Flights from Broad Run
- Flights from Catharpin
- Flights from Star Tannery
- Flights from Strasburg
- Flights from Prince William County
- Flights from Clear Brook
- Flights from Ashburn
- Flights from Edinburg
- Flights from Winchester
- Flights from Hamilton
- Flights from Hume
- Flights from Maurertown
- Flights from Bentonville
- Flights from Leesburg
- Flights from Bangkok (BKK) to Washington (IAD)
- Flights from Charlotte (CLT) to Washington (IAD)
- Flights from Dubai (DXB) to Washington (IAD)
- Flights from Newark Liberty Intl. Airport (EWR) to Washington (IAD)
- Flights from New York (JFK) to Washington (IAD)
- Flights from Kuala Lumpur (KUL) to Washington (IAD)
- Flights from Seattle (SEA) to Washington (IAD)
- Flights from Singapore (SIN) to Washington (IAD)
- Flights from Singapore (SIN) to Winchester (WGO)
- Flights from Taipei (TPE) to Washington (IAD)
- Appleland Sports Center
- Ashburn Holidays
- Visit Berryville
- Blue Ridge Center for Environmental Stewardship
- Cedar Creek and Belle Grove National Historical Park
- Visit Cross Junction
- Visit Front Royal
- Visit Gore
- Haymarket Holidays
- Jiffy Lube Live
- Luray Holidays
- Visit Marshall
- Mary's Rock Summit Trailhead
- Tudor Day Spa
- Valerie Hill Winery
- Visit Woodville
- Visit Zulla