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Where to stay in Winchester?
1. Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
$77
$87 total
includes taxes & fees
Oct 11 - Oct 12
2. Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
$90
$100 total
includes taxes & fees
Sep 22 - Sep 23
3. Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
$93
$103 total
includes taxes & fees
Oct 11 - Oct 12
4. TRU By Hilton Winchester
TRU By Hilton WinchesterWinchester
$93
$104 total
includes taxes & fees
Sep 27 - Sep 28
5. Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$93
$103 total
includes taxes & fees
Sep 27 - Sep 28
6. The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
$130
$148 total
includes taxes & fees
Sep 27 - Sep 28
7. Quality Inn Winchester
Quality Inn WinchesterWinchester
$84
$94 total
includes taxes & fees
Sep 22 - Sep 23
8. Courtyard by Marriott Winchester
Courtyard by Marriott WinchesterWinchester
$107
$119 total
includes taxes & fees
Sep 22 - Sep 23
9. Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$98
$111 total
includes taxes & fees
Oct 13 - Oct 14
10. Travelodge by Wyndham Winchester
Travelodge by Wyndham WinchesterWinchester
$69
$76 total
includes taxes & fees
Sep 20 - Sep 21
11. Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$105
$120 total
includes taxes & fees
Sep 20 - Sep 21
12. La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
$114
$127 total
includes taxes & fees
Sep 20 - Sep 21
13. Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$103
$115 total
includes taxes & fees
Oct 11 - Oct 12
14. Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHGWinchester
$88
$98 total
includes taxes & fees
Sep 20 - Sep 21
15. Home2 Suites By Hilton Winchester
Home2 Suites By Hilton WinchesterWinchester
$99
$112 total
includes taxes & fees
Sep 28 - Sep 29
16. SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott WinchesterWinchester
$122
$136 total
includes taxes & fees
Sep 27 - Sep 28
17. Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
$85
$94 total
includes taxes & fees
Sep 20 - Sep 21
18. Hilton Garden Inn Winchester
Hilton Garden Inn WinchesterWinchester
$100
$113 total
includes taxes & fees
Sep 28 - Sep 29
19. Hampton Inn Winchester-University/Mall Area
Hampton Inn Winchester-University/Mall AreaWinchester
$106
$120 total
includes taxes & fees
Sep 22 - Sep 23
20. TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott WinchesterWinchester
$113
$126 total
includes taxes & fees
Sep 20 - Sep 21
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$92
per night
$102 total
includes taxes & fees
$69
per night
$76 total
includes taxes & fees
$94
per night
$105 total
includes taxes & fees
$126
per night
$140 total
includes taxes & fees
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$119
per night
$132 total
includes taxes & fees
Sign in for extra savings
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$119
per night
$132 total
includes taxes & fees
$120
per night
$134 total
includes taxes & fees
$119
per night
$132 total
includes taxes & fees
$103
per night
$114 total
includes taxes & fees
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$129
per night
$144 total
includes taxes & fees
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
$11 off
Holiday Inn Express Winchester South-Stephens City by IHG$98
per night
$109 total
includes taxes & fees
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$129
per night
$146 total
includes taxes & fees
$139
per night
$155 total
includes taxes & fees
$7 off
Days Inn by Wyndham Winchester$63
per night
$70 total
includes taxes & fees
$119
per night
$132 total
includes taxes & fees
Check out pet-friendly hotels in Winchester
$77
$87 total
includes taxes & fees
Oct 11 - Oct 12
$90
$100 total
includes taxes & fees
Sep 22 - Sep 23
$93
$103 total
includes taxes & fees
Oct 11 - Oct 12
$84
$94 total
includes taxes & fees
Sep 22 - Sep 23
$93
$104 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$98
$111 total
includes taxes & fees
Oct 13 - Oct 14
$69
$76 total
includes taxes & fees
Sep 20 - Sep 21
$88
$98 total
includes taxes & fees
Sep 20 - Sep 21
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$103
$115 total
includes taxes & fees
Oct 11 - Oct 12
$100
$113 total
includes taxes & fees
Sep 28 - Sep 29
You can also stay at hotels with a pool in Winchester
$90
$100 total
includes taxes & fees
Sep 22 - Sep 23
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
$130
$148 total
includes taxes & fees
Sep 27 - Sep 28
$93
$104 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$98
$111 total
includes taxes & fees
Oct 13 - Oct 14
$100
$113 total
includes taxes & fees
Sep 28 - Sep 29
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$93
$103 total
includes taxes & fees
Sep 27 - Sep 28
$107
$119 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$105
$120 total
includes taxes & fees
Sep 20 - Sep 21
$84
$94 total
includes taxes & fees
Sep 22 - Sep 23
$122
$136 total
includes taxes & fees
Sep 27 - Sep 28
Go beyond your typical stay in Winchester
Pet friendly
Hot tub
Pool
Spa
Family friendly
Cabin
Apartment
Resort
Cottage
Our prices for hotels in Winchester are cheapest in January
Our prices for hotels in Winchester are cheapest in January
Top neighborhoods in Winchester
Photo by Fernando Begay
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Old Town Winchester
Winchester's Old Town Winchester neighborhood is known for its restaurants and bars, and entices visitors with attractions including Bright Box Theater and Shenandoah Valley Discovery Museum.
Photo by Fernando Begay
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Winchester Historic District
Winchester's Winchester Historic District neighborhood is home to attractions such as Bright Box Theater and Shenandoah Valley Discovery Museum.
Top landmarks in Winchester
Photo by Tina McClelland
Museum of the Shenandoah Valley
8.8/10 (129 reviews)
Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Shenandoah Valley Discovery Museum, Bright Box Theater, and ValleyHealth Winchester Medical Center.
Photo by Mominator Madness
Jim Barnett Park
8.6/10 (88 reviews)
Jim Barnett Park is 0.9 mi (1.5 km) from central Winchester, why not stop by during your stay. Our travelers also like this walkable area for its restaurants. Want to stretch your legs some more? Head to Star Fort Civil War Battlefield, located nearby.
Shenandoah University
8.8/10 (276 reviews)
If you'd like to get a taste of Winchester student life, check out Shenandoah University, located 1.2 mi (2 km) from central Winchester.
Apple Blossom Mall
8.2/10 (315 reviews)
If you like shopping, take time out to go to Apple Blossom Mall when in Winchester.
Patsy Cline Historic House
8.4/10 (104 reviews)
You might want to get your camera out and head to Patsy Cline Historic House— just one of the landmarks located 0.4 mi (0.7 km) from central Winchester.
Shenandoah Valley Discovery Museum
8.6/10 (78 reviews)
Old Town Winchester is home to Shenandoah Valley Discovery Museum, so why not stop by during your stay in Winchester.
Rock Harbor Golf Course
7.6/10 (49 reviews)
You might want to play some rounds at Rock Harbor Golf Course, located 2.2 mi (3.5 km) from central Winchester.
Bright Box Theater
7.8/10 (18 reviews)
If you want to see a show while you're in town, try and grab some tickets at Bright Box Theater in Old Town Winchester. If you enjoy the show and want to see another, Winchester Little Theater is just a short walk away.
Winchester and related destinations
Wander through America's oldest pedestrian mall, where historic buildings house quirky shops and restaurants that locals fiercely defend as the valley's best. The Museum of the Shenandoah Valley tells stories through art and gardens that change dramatically with the seasons. Civil War buffs can explore Stonewall Jackson's Headquarters, where the general's personal items remain eerily untouched. Patsy Cline's modest historic house offers an intimate glimpse into the country legend's early life before Nashville fame. After dark, Bright Box Theater fills with laughter and live music in a space that feels both sophisticated and warmly familiar. Kids can touch everything at the hands-on Shenandoah Valley Discovery Museum, a welcome relief for parents tired of saying 'don't touch that.'
See all hotels in Winchester
Check out reviews of Winchester hotels guests love
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front RoyalFront Royal
10/10 Exceptional
Lynn
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
10/10 Exceptional
Kelley Ann
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & RestaurantBoyce
10/10 Exceptional
Mary
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
10/10 Exceptional
Elizabeth
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
10/10 Exceptional
Roberta
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
10/10 Exceptional
Joan
