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Stone Hearth Inn and Eatery
"We had a lovely stay at Stone Hearth Inn! Very quaint place and comfortable, clean accommodations. Beautiful grounds around the property with outside seating to enjoy the fresh air. The dinner we had at the attached “Eatery” was awesome!!! So was the amazingly delicious included breakfast. Vickie ..."
Reviewed on Aug 30, 2026
Woodstock Inn & Resort
"I wouldn’t run back here. It’s a nice hotel in general. The gardens are pretty. Downsides are the facility’s. Outdoor pool area is average. Looks run down. There is no onsite indoor pool, gym, sauna etc , this is over 1 mile away and also is currently under construction. Breakfast was poor for a ..."
Reviewed on Sep 9, 2026
Latchis Hotel
Grand Summit Resort, A Vail Resorts Property
"Pool and hot tub were closed, no fresh towels or maid service or coffee replenishment. No shuttle service available and no coffee cups provided in the lobby for complimentary coffee. The bar closed at 8:30 even though posted hours were until 10:00"
Reviewed on Sep 7, 2026
The Jackson
"The inn and the grounds are beautifully maintained. The room was comfortable, and the restaurant on the premises was convenient but also had a great breakfast, well worth purchasing. The location was also great relative to downtown."
Reviewed on Sep 6, 2026
Colonial Motel
"The room was dirty and smelled musty and of urine. The hallways have all broken down ice machines and the breakfast was non-existent."
Reviewed on Sep 6, 2026
The Shire Woodstock
"Lovely room for a quick stay! Staff was so kind and accommodating! 10/10 Highly recommend!"
Reviewed on Sep 7, 2026
On The River Inn
"The inn is a little run down. The carpet in the first level hallway is in desperate need of replacement, and the downstairs hallway has a very off putting sewer smell. Lastly, the back of the inn, viewed from the expansive lawn in the back, is dirty and the railings need to be painted. On a bright ..."
Reviewed on Sep 9, 2026
Keene Elm City Hotel, an Ascend Collection Hotel
The Equinox Golf Resort And Spa
Hampton Inn and Suites Manchester
"Na"
Reviewed on Sep 7, 2026
Kimpton Taconic Hotel by IHG
Find cheap hotels in Chester
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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chester.
Choosing the right hotel in Vermont has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chester’s 3,094 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $93. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chester hotel deals at the last minute.
While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chester. No matter your reason for visiting Chester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.
Frequently Asked Questions About Chester hotels
Where can I find the best last-minute travel deals?
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How many hotels are there in Chester?
With over 3,094 hotels in Chester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $93.
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