Hotels in Winchester
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Aug 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Top 5 hotels in Winchester at a glance
- Spark by Hilton Winchester — 3-star hotel in Winchester. Guest rating: 9.2/10 — Wonderful.
- Microtel Inn & Suites by Wyndham Winchester — 2.5-star hotel in Winchester. Guest rating: 9.2/10 — Wonderful.
- Comfort Inn & Suites Winchester — 2.5-star hotel in Winchester. Guest rating: 9.4/10 — Exceptional.
- Holiday Inn Winchester Se-Historic Gateway by IHG — 3-star hotel in Winchester. Guest rating: 9.0/10 — Wonderful.
- The George Washington Hotel, A Wyndham Grand Hotel — 3.5-star hotel in Old Town Winchester. Guest rating: 9.4/10 — Exceptional.
Where to stay in Winchester?
Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
$77
$87 total
includes taxes & fees
Aug 20 - Aug 21
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
$93
$103 total
includes taxes & fees
Aug 9 - Aug 10
Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
$94
$105 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$93
$107 total
includes taxes & fees
Aug 12 - Aug 13
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
$122
$138 total
includes taxes & fees
Aug 13 - Aug 14
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$87
$97 total
includes taxes & fees
Aug 9 - Aug 10
TRU By Hilton Winchester
TRU By Hilton WinchesterWinchester
$106
$118 total
includes taxes & fees
Aug 16 - Aug 17
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$93
$103 total
includes taxes & fees
Aug 9 - Aug 10
Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHGWinchester
$84
$93 total
includes taxes & fees
Aug 9 - Aug 10
Quality Inn Winchester
Quality Inn WinchesterWinchester
$93
$103 total
includes taxes & fees
Aug 13 - Aug 14
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$110
$125 total
includes taxes & fees
Aug 16 - Aug 17
Courtyard by Marriott Winchester
Courtyard by Marriott WinchesterWinchester
$107
$119 total
includes taxes & fees
Aug 13 - Aug 14
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
$108
$120 total
includes taxes & fees
Sep 6 - Sep 7
Travelodge by Wyndham Winchester
Travelodge by Wyndham WinchesterWinchester
$73
$81 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
$117
$130 total
includes taxes & fees
Aug 16 - Aug 17
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
$76
$84 total
includes taxes & fees
Aug 16 - Aug 17
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott WinchesterWinchester
$122
$136 total
includes taxes & fees
Aug 30 - Aug 31
TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott WinchesterWinchester
$113
$126 total
includes taxes & fees
Aug 12 - Aug 13
Motel 6 Winchester, VA
Motel 6 Winchester, VAWinchester
$72
$82 total
includes taxes & fees
Aug 16 - Aug 17
Hilton Garden Inn Winchester
Hilton Garden Inn WinchesterWinchester
$116
$132 total
includes taxes & fees
Aug 21 - Aug 22
Check out pet-friendly hotels in Winchester
$77
$87 total
includes taxes & fees
Aug 20 - Aug 21
$93
$103 total
includes taxes & fees
Aug 9 - Aug 10
$94
$105 total
includes taxes & fees
Aug 30 - Aug 31
$73
$81 total
includes taxes & fees
Sep 7 - Sep 8
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$87
$97 total
includes taxes & fees
Aug 9 - Aug 10
$106
$118 total
includes taxes & fees
Aug 16 - Aug 17
$108
$120 total
includes taxes & fees
Sep 6 - Sep 7
$93
$103 total
includes taxes & fees
Aug 13 - Aug 14
$84
$93 total
includes taxes & fees
Aug 9 - Aug 10
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$110
$125 total
includes taxes & fees
Aug 16 - Aug 17
You may also like hotels with pools 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
Aug 13 - Aug 14
$93
$103 total
includes taxes & fees
Aug 9 - Aug 10
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$93
$103 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$93
$107 total
includes taxes & fees
Aug 12 - Aug 13
$108
$120 total
includes taxes & fees
Sep 6 - Sep 7
$106
$118 total
includes taxes & fees
Aug 16 - Aug 17
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$87
$97 total
includes taxes & fees
Aug 9 - Aug 10
$107
$119 total
includes taxes & fees
Aug 13 - Aug 14
$93
$103 total
includes taxes & fees
Aug 13 - Aug 14
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$110
$125 total
includes taxes & fees
Aug 16 - Aug 17
You can also stay at family-friendly hotels in Winchester
$93
$103 total
includes taxes & fees
Aug 9 - Aug 10
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$87
$97 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
$93
$107 total
includes taxes & fees
Aug 12 - Aug 13
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
$110
$125 total
includes taxes & fees
Aug 16 - Aug 17
$93
$103 total
includes taxes & fees
Aug 13 - Aug 14
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
$76
$84 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
$117
$130 total
includes taxes & fees
Aug 16 - Aug 17
$72
$82 total
includes taxes & fees
Aug 16 - Aug 17
$66
$73 total
includes taxes & fees
Aug 23 - Aug 24
$116
$132 total
includes taxes & fees
Aug 21 - Aug 22
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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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 Bright Box Theater and Shenandoah Valley Discovery Museum.
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 Winchester Little Theater 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 Winchester Little Theater, Stonewall Jackson's Headquarters, and Bright Box Theater.
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.
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.
Apple Blossom Mall
8.2/10 (315 reviews)
If you like shopping, take time out to go to Apple Blossom Mall when 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.
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
The George Washington Hotel, A Wyndham Grand Hotel
10/10 Excellent
"It's hard to pick out one thing that makes the George Washington excellent. Is it the staff? Yes. But is it the ambiance of an historic hotel? Certainly. How about the location? For sure! Can it be the memories of past stays? Oh, yes as we always celebrate our anniversary in Winchester. What about the actual room? That jacuzzi and rain forest shower, king bed, and fireplace rocks! Here's an idea...put my excellent review to the test yourself!"
Skyland
10/10 Excellent
"They have renovated since I have been here last and it looks great. The Restaurant staff is perfection. The coffee staff is so so kind. Especially this one older gentleman, he made small talk with all the guests and was so informative about blackberry pastries. And the lady who manages the gift shop. She checked in consistently and was so sweet. We enjoyed our time here and the views are incredible 😲"
Travelodge by Wyndham Winchester
8/10 Good
"Room was quiet, clean & comfortable. Nice breakfast."
Holiday Inn Winchester Se-Historic Gateway by IHG
8/10 Good
"Had to go back to desk 2 times after checking in while my wife stood outside our room with luggage in the hall because the keys didn't work. Very frustrating! Also, only 7 channels worked on the TV, was told this was Comcast fault."
Spark by Hilton Winchester
10/10 Excellent
"It was a great place to stay for our vacation."
Lansdowne Resort and Spa
8/10 Good
"I liked this place. It's not stellar, but it is full-service and pleasant. Plenty of things to do and the staff is competent."
Comfort Inn & Suites Winchester
10/10 Excellent
"A convenient stay close to Rt 81 in western Virginia. Clean , comfortable and reasonable in a shopping center with quick access to the highway. Located in a shopping center with a number of food options including an Aldi and an Alamo Draft house movie theatre. The was clean , well appointed and everything worked !"
SpringHill Suites by Marriott Winchester
10/10 Excellent
"The customer service was excellent and friendly and the breakfast was outstanding."
Fairfield Inn & Suites by Marriott Winchester
10/10 Excellent
"This is a nice clean hotel that is updated. I would stay here again. No complaints."