Best-rated hotels in Chester Gap 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 Chester Gap 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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All Chester Gap hotels
Virginia >
Chester Gap

Welcome to Chester Gap

Discover the breathtaking beauty of Chester Gap, nestled in the heart of Virginia's Blue Ridge Mountains. Immerse yourself in lush green landscapes, as you hike through scenic trails and soak in panoramic views. Don't miss the opportunity to explore charming wineries and indulge in exquisite local cuisine. Visit Chester Gap and let nature's wonders captivate your soul.

What our users say about Chester Gap 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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