Hotels in Winchester
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Sep 1 - Sep 2Tomorrow
Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Where to stay in Winchester?
Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
$77
$87 total
includes taxes & fees
Sep 28 - Sep 29
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
$89
$99 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
$99
$110 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Winchester
Quality Inn WinchesterWinchester
$80
$89 total
includes taxes & fees
Sep 7 - Sep 8
TRU By Hilton Winchester
TRU By Hilton WinchesterWinchester
$98
$109 total
includes taxes & fees
Sep 7 - Sep 8
Travelodge by Wyndham Winchester
Travelodge by Wyndham WinchesterWinchester
$69
$76 total
includes taxes & fees
Sep 2 - Sep 3
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$93
$103 total
includes taxes & fees
Sep 6 - Sep 7
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
$122
$138 total
includes taxes & fees
Sep 7 - Sep 8
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
$108
$121 total
includes taxes & fees
Sep 3 - Sep 4
Courtyard by Marriott Winchester
Courtyard by Marriott WinchesterWinchester
$107
$119 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott WinchesterWinchester
$114
$126 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$106
$120 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$101
$115 total
includes taxes & fees
Sep 6 - Sep 7
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$101
$112 total
includes taxes & fees
Sep 27 - Sep 28
Home2 Suites By Hilton Winchester
Home2 Suites By Hilton WinchesterWinchester
$95
$108 total
includes taxes & fees
Sep 8 - Sep 9
Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHGWinchester
$84
$93 total
includes taxes & fees
Sep 6 - Sep 7
TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott WinchesterWinchester
$113
$126 total
includes taxes & fees
Sep 6 - Sep 7
Hilton Garden Inn Winchester
Hilton Garden Inn WinchesterWinchester
$118
$134 total
includes taxes & fees
Sep 7 - Sep 8
Days Inn by Wyndham Winchester
Days Inn by Wyndham WinchesterWinchester
$63
$70 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
$122
$136 total
includes taxes & fees
Sep 13 - Sep 14
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$104
per night
$116 total
includes taxes & fees
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$119
per night
$132 total
includes taxes & fees
Sign in for extra savings
$113
per night
$126 total
includes taxes & fees
$94
per night
$105 total
includes taxes & fees
$69
per night
$76 total
includes taxes & fees
$104
per night
$118 total
includes taxes & fees
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$109
per night
$121 total
includes taxes & fees
$117
per night
$130 total
includes taxes & fees
$119
per night
$132 total
includes taxes & fees
$7 off
Days Inn by Wyndham Winchester$65
per night
$72 total
includes taxes & fees
$119
per night
$132 total
includes taxes & fees
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$134
per night
$152 total
includes taxes & fees
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$119
per night
$135 total
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
$159
per night
$180 total
includes taxes & fees
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
$98
per night
$109 total
includes taxes & fees
Sign in for extra savings
Check out pet-friendly hotels in Winchester
$77
$87 total
includes taxes & fees
Sep 28 - Sep 29
$89
$99 total
includes taxes & fees
Sep 7 - Sep 8
$80
$89 total
includes taxes & fees
Sep 7 - Sep 8
$99
$110 total
includes taxes & fees
Sep 27 - Sep 28
$108
$121 total
includes taxes & fees
Sep 3 - Sep 4
$98
$109 total
includes taxes & fees
Sep 7 - Sep 8
$69
$76 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$106
$120 total
includes taxes & fees
Sep 13 - Sep 14
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$101
$112 total
includes taxes & fees
Sep 27 - Sep 28
$84
$93 total
includes taxes & fees
Sep 6 - Sep 7
You can also stay at hotels with a pool in Winchester
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
$122
$138 total
includes taxes & fees
Sep 7 - Sep 8
$89
$99 total
includes taxes & fees
Sep 7 - Sep 8
$108
$121 total
includes taxes & fees
Sep 3 - Sep 4
$98
$109 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$93
$103 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$101
$115 total
includes taxes & fees
Sep 6 - Sep 7
$80
$89 total
includes taxes & fees
Sep 7 - Sep 8
$107
$119 total
includes taxes & fees
Sep 7 - Sep 8
$114
$126 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$106
$120 total
includes taxes & fees
Sep 13 - Sep 14
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.
View all propertiesGo beyond your typical stay in Winchester
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Family friendly
Cottage
Our prices for hotels in Winchester are cheapest in January
Our prices for hotels in Winchester are cheapest in January
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
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 Shenandoah Valley Discovery Museum and Bright Box Theater.
Photo by Fernando Begay
Photo by Kelly Godby
Photo by Tina McClelland
Photo by Kelly Godby
Winchester Historic District
Winchester's Winchester Historic District neighborhood is home to attractions such as Shenandoah Valley Discovery Museum and Stonewall Jackson's Headquarters.
Top landmarks in Winchester
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 Stonewall Jackson's Headquarters, Shenandoah Valley Discovery Museum, and ValleyHealth Winchester Medical Center.
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.
Stonewall Jackson's Headquarters
10.0/10 (1 review)
If you're planning a bit of sightseeing head to Stonewall Jackson's Headquarters— just one of the monuments in Winchester Historic District.
Winchester-Frederick County Convention & Visitors Bureau
5.0/10 (2 reviews)
Winchester-Frederick County Convention & Visitors Bureau is worth a visit, located 1.1 mi (1.7 km) from central Winchester.
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
Quality Inn Winchester
10/10 Excellent
"It was an all around good experience. The staff is super nice and helpful"
Days Inn by Wyndham Winchester
8/10 Good
"Not too shabby. I would stay again"
The George Washington Hotel, A Wyndham Grand Hotel
10/10 Excellent
"Really love this hotel. A bit more luxury with reasonable rates. The rooms are clean, comfortable and well maintained. Onsite bar and restaurant but also many other restaurants, cafes and pubs within walking distance. Ritual Spa onsite is awesome. You have to pay daily for parking but worth the convenience to stay in downtown Winchester."
Lansdowne Resort and Spa
8/10 Good
"Very clean property. Nice rooms, but the beds were pretty firm, seemed like the pillow top had bed squished over time, likely needs to be replaced. We asked for extra padding for the bed and were thankfully able to get some which helped. The pools are nice but close early. The ping pong table and corn hole can't be used after the pool closes, not a very good set up with that, but there are 2 pool tables in one of the restaurants. Overall we would stay again as long as we could get extra padding for the bed again."
SpringHill Suites by Marriott Winchester
10/10 Excellent
"Our family had a wonderful stay in the 3- bedroom suite! The setup was perfect for us, giving everyone plenty of space. The rooms were completely clean, and the staff was incredibly accommodating to our family's needs. The kids loved the pool and breakfast, and the fast Wi-Fi kept everyone connected. Highly recommend for families!"
Skyland
10/10 Excellent
"Amazing place on Skyline Drive. Cant beat the views. Would definitely stay here again"
Fairfield Inn & Suites by Marriott Winchester
10/10 Excellent
"This was an updated, well-maintained property. The reception staff was very friendly, as were the ladies preparing the daily included breakfast. The rooms were well-stocked with towels, wash cloths etc. I really appreciated having a water dispenser in the lobby! Plenty of parking too. And there were quite a few food options in the vicinity."