Best-rated Hotels in Winchester for an Unforgettable Stay

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We offer thousands of Winchester hotels and accommodations from some of the world's most renowned hotel chains as well as unique gems in the region that you won’t find anywhere else.

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Hotels by class
4 stars 1
3 stars 18
2 stars 10
Unrated 11
Accommodation type
Hotels 27
Apartments 5
Holiday homes 4
Inns 2
Bed & Breakfast 1
Motel 1
Thematic Hotels
Luxury accommodations 26
Pet-friendly hotels 24
Business hotels 15
Central hotels 14
Cheap and budget hotels 14
Hotels with indoor pool 12
Exceptional design hotels 10
Golf hotels 10
Family Friendly hotels 8
Beach hotels 5
Resorts 5
Historical hotels 4
Jacuzzi 3
Boutique hotels 3
Private Villas 1
Luxury hotels 1
Self Catering 1
Spa hotels 1
Romantic hotels 1
New Hotels 1
All Winchester hotels

Hotels by location

Nearby
City Centre Winchester 30
Abram's Delight 27
Court Square Auto Park 29
Dream Machine Inc Winchester 26
Frederick County Parks and Rec 30
George Washington's Office 29
Glen Burnie Museum 30
Jammin Gym Winchester 29
Parks Maintenance Shop 29
Shenandoah University Winchester 26
Stonewall Jackson's Hdq 30
Winchester-Frederick Hstrcl 27
Winchester Beauty School 30
Winchester Parks Dept 20
Winchester Parks and Recreation 29
Apple Blossom Mall Winchester 26
Glen Burnie Historic House and Gardens Winchester 29
Alamo Drafthouse Cinema 7
Delco Plaza of Winchester Shopping Center 25
Landmarks
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Virginia >
Winchester

Welcome To Winchester

Winchester, Virginia is a charming town with a rich history and beautiful natural surroundings. Explore the historic district with its stunning architecture and quaint shops. Take a stroll or bike ride on the miles of trails in and around the town or venture out to nearby Shenandoah National Park. Whether you're a history buff, outdoor enthusiast, or just looking for a relaxing getaway, Winchester has something for everyone. Plan your next trip to Winchester and discover all this charming town has to offer!

What Our Users Say About Popular Winchester Hotels

Hilton Vacation Club The Historic Powhatan Williamsburg
9.8

Exceptional

us John 24 December 2022
The breakfast had a great variety of options and the food tasted really good. The location was stunning and the atmosphere in the lobby area was wonderful. The staff was super friendly and very informative. 🌟
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Vacation Village At Williamsburg
9.8

Exceptional

us Harry 29 March 2023
The check-in process was smooth and the staff was friendly. The complimentary coffee was a great perk, and the location was convenient for visiting local attractions. Plus, the resort was very clean.
The staff did not have an iPhone charger when I needed one, which was inconvenient. And while one member of the staff went out of their way to help me, other staff members seemed uninterested in helping.
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Sleep Inn & Suites
9.8

Exceptional

us Edwin 13 February 2023
The hotel was spotless with accommodating employees working the night shift. The room was relaxing with a comfortable bed. The location was marvelous, within walking distance to everything and adjacent to Virginia, shopping, and Hampton, Virginia.
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Hilton Vacation Club Oceanaire Virginia Beach
9.8

Exceptional

us Jack 29 November 2022
Enjoyed my stay in this clean and pleasant hotel.
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Holiday Inn & Suites Virginia Beach - North Beach By Ihg
9.8

Exceptional

us Arthur 19 October 2022
We were pleased with our room on a high floor featuring a flat-screen TV, satellite channels, a microwave, and a fridge.
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Hilton Fairfax, Va
9.8

Exceptional

us Kevin 02 July 2022
The staff and rooms were exceptional here, offering a first-class experience, though the bathroom could have been fresher.
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Hyatt Place Herndon / Dulles Airport - East
9.8

Exceptional

us Joseph 21 June 2022
It was an excellent stay, well-maintained place.
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Hilton Vacation Club Greensprings Williamsburg
9.8

Exceptional

us Don 16 January 2023
The location was perfect, close to the activities and with helpful staff. The room had a jetted tub, a microwave, coffee maker, and fridge. The location was convenient and within walking distance of everything I wanted to do.
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Hilton Garden Inn Virginia Beach Oceanfront
9.8

Exceptional

us Anthony 15 April 2023
The hotel is brand-new, with incredibly polite staff and relaxing rooms. the staff are happy to help, and the location is favorable, just 1 mile from the Norwegian Lady Statue. the main bar serves mixed drinks.
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Virginia Crossings Hotel, Tapestry Collection By Hilton
9.8

Exceptional

us Craig 23 November 2022
The restaurant's service was top-notch! Our room had two comfy beds and looked absolutely stunning. Overall, our experience here was fantastic. 🌟 the breakfast selection was delightful, offering delicious options like toast and cereal to choose from.
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Save Time on Trip Arrangements by Booking One of Our Hand-picked Hotels

Best 4-star Hotels
Exclusive 3-star Hotels
Quality 2-star Hotels
Experience the best value for money by checking out our selection of 4-star Winchester hotels.
Sleep Inn & Suites

140 Costello Dr., Winchester, United States

Good
361 reviews

80 US$

min. price/night

Enjoy authentic experiences without compromising on comfort and convenience.
La Quinta By Wyndham Winchester

1055 Millwood Pike, Winchester, United States

Excellent
1827 reviews

107 US$

min. price/night

Country Inn & Suites By Radisson, Winchester, Va

141 Kernstown Commons Blvd

Excellent
1283 reviews

85 US$

min. price/night

The George Washington - A Wyndham Grand Hotel

103 East Piccadilly Street, Winchester, United States

Excellent
644 reviews

109 US$

min. price/night

Quality Inn

1601 Martinsburg Pike

Excellent
398 reviews

104 US$

min. price/night

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Discover the hidden gems of Winchester by booking one of its 2-star hotels.
Travelodge By Wyndham Winchester

160 Front Royal Pike, Winchester, United States

Good
1271 reviews

61 US$

min. price/night

Microtel Inn & Suites By Wyndham Winchester

150 Faraday Plaza, Winchester, United States

Excellent
904 reviews

131 US$

min. price/night

Comfort Inn & Suites

195 Kernstown Commons Boulevard, Winchester, United States

Excellent
661 reviews

112 US$

min. price/night

Motel6 Winchester, Va

2951 Valley Ave, Winchester, United States

Good
409 reviews

66 US$

min. price/night

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