Best-rated hotels in Winchester for your unforgettable stay

Detailed descriptions, travelers’ reviews, and handpicked hotel collections will help you book your perfect accommodation.

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We offer thousands of Winchester hotels and accommodations from world's renowned hotel chains to unique gems of the region you won’t find anywhere else.

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Once you choose your best place to stay, take a minute to complete a quick reservation form and get an instant confirmation letter to your email address.

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We provide the most flexible cancellation options, so you get your deposit back in case of a change of plans or other unforeseen circumstances.

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Hotels by class
4 stars 1
3 stars 19
2 stars 9
Unrated 8
Accommodation type
Hotels 27
Holiday homes 3
Apartments 3
Inns 2
Bed & Breakfast 1
Motel 1
Thematic Hotels
Pet-friendly hotels 24
Luxury accommodations 23
Hotels with indoor pool 17
Business hotels 15
Cheap and budget hotels 14
Golf hotels 9
Exceptional design hotels 8
Family Friendly hotels 7
Extended Stay 6
Vacation Rentals 6
Beach hotels 5
Resorts 5
Sustainability certification 4
Historical hotels 4
Boutique hotels 3
Jacuzzi 3
Travel Proud 2
Spa hotels 1
Romantic hotels 1
Central hotels 1
Private Villas 1
Luxury hotels 1
Self Catering 1
All Winchester hotels

Hotels by location

Nearby
City Center Winchester 29
Alamo Drafthouse Cinema 8
Frederick County Parks and Rec 29
George Washington's Office 29
Glen Burnie Historic House and Gardens Winchester 29
Dream Machine Inc Winchester 24
Delco Plaza of Winchester Shopping Center 23
Glen Burnie Museum 29
Jammin Gym Winchester 28
Shenandoah University Winchester 24
Winchester-Frederick Hstrcl 25
Apple Blossom Mall Winchester 24
Winchester Beauty School 29
Blue and Gray Mall Shopping Center 23
Court Square Auto Park 29
Abram's Delight 25
Parks Maintenance Shop 29
Winchester Parks and Recreation 29
Stonewall Jackson's Hdq 29
Pineville Plaza Shopping Center 25
Sunnyside Plaza Shopping Center 16
Lowry Tennis Courts 25
Winchester Parks Dept 22
Rock Harbor Golf Course 10
Landmarks
Museums
Parks
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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 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 Newport News City Center Area
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 your 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 your money by checking out our selection of 4-star Winchester hotels.
Sleep Inn & Suites Winchester Near University

140 Costello Dr., Winchester, United States

Good
284 reviews

80 US$

min. price/night

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

1055 Millwood Pike

Excellent
1646 reviews

107 US$

min. price/night

Country Inn & Suites By Radisson, Winchester, Va

141 Kernstown Commons Blvd

Excellent
1235 reviews

85 US$

min. price/night

The George Washington - A Wyndham Grand Hotel

103 East Piccadilly Street, Winchester, United States

Excellent
645 reviews

109 US$

min. price/night

Quality Inn Winchester

1601 Martinsburg Pike

Excellent
423 reviews

86 US$

min. price/night

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

160 Front Royal Pike, Winchester, United States

Good
1198 reviews

61 US$

min. price/night

Microtel Inn & Suites By Wyndham Winchester

150 Faraday Plaza, Winchester, United States

Excellent
1035 reviews

94 US$

min. price/night

Comfort Inn & Suites Winchester

195 Kernstown Commons Boulevard, Winchester, United States

Excellent
592 reviews

101 US$

min. price/night

Red Roof Inn Winchester, Va

991 Millwood Pike, Winchester, United States

Good
310 reviews

52 US$

min. price/night

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Travelers’ choice

Check out the most booked accommodations to find reliable places that our users have tried and tested.
Super 8 By Wyndham Winchester Va

1077 Millwood Pike, Winchester, United States

Average
189 reviews

61 US$

min. price/night

King Bed Farmhouse Valley Views

688 Shady Elm Road, Winchester, United States

190 US$

min. price/night

The Queen Of Winchester

1019 Berryville Ave, Winchester, United States

106 US$

min. price/night

Modern Log House First Level Primary Villa

686 Shady Elm Road, Winchester, United States

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