Hotels in Chester
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Aug 21 - Aug 22Tomorrow
Aug 22 - Aug 23This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Where to stay in Chester?
Pointe at Castle Hill Resort
Pointe at Castle Hill ResortCavendish
$169
$193 total
includes taxes & fees
Aug 23 - Aug 24
Stone Hearth Inn and Eatery
Stone Hearth Inn and EateryChester
$209
$228 total
includes taxes & fees
Sep 3 - Sep 4
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by HiltonKillington
$138
$152 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Springfield Hotel
Best Western Springfield HotelSpringfield
$161
$177 total
includes taxes & fees
Aug 27 - Aug 28
The Inn at Weathersfield
The Inn at WeathersfieldPerkinsville
$219
$275 total
includes taxes & fees
Aug 23 - Aug 24
Fullerton Inn
Fullerton InnChester Depot
$139
$152 total
includes taxes & fees
Aug 31 - Sep 1
Align Inn Vermont
Align Inn VermontQuechee
$96
$106 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHGBrownsville
$118
$145 total
includes taxes & fees
Aug 23 - Aug 24
Fireside Inn & Suites West Lebanon
Fireside Inn & Suites West LebanonWest Lebanon
$162
$176 total
includes taxes & fees
Sep 6 - Sep 7
Jackson Gore Village, A Vail Resorts Property
Jackson Gore Village, A Vail Resorts PropertyJackson Gore Base Area
$185
$224 total
includes taxes & fees
Sep 21 - Sep 22
Woodstock Inn & Resort
Woodstock Inn & ResortWoodstock
$409
$494 total
includes taxes & fees
Sep 7 - Sep 8
Castle Hill Resort And Spa
Castle Hill Resort And SpaCavendish
$269
$293 total
includes taxes & fees
Aug 24 - Aug 25
The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
$149
$172 total
includes taxes & fees
Sep 6 - Sep 7
The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic MountainLondonderry
$93
$103 total
includes taxes & fees
Sep 20 - Sep 21
Go beyond your typical stay in Chester
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Family friendly
Our prices for hotels in Chester are cheapest in December
Our prices for hotels in Chester are cheapest in December
Price trends for hotels in Chester
Pricing is based on two traveler single night rates
Top neighborhoods in Chester
Chester Depot
The Chester Depot neighborhood has lots to see including DaVallia Art & Accents and Bonnie's Bundles Dolls.
Top landmarks in Chester
DaVallia Art & Accents
10.0/10 (2 reviews)
Chester Depot is home to DaVallia Art & Accents, so why not stop by during your stay in Chester. If you have fun at DaVallia Art & Accents, you'll love Bonnie's Bundles Dolls, located nearby.
Bonnie's Bundles Dolls
7.6/10 (4 reviews)
Chester Depot is home to Bonnie's Bundles Dolls, so why not stop by during your stay in Chester. If you have fun at Bonnie's Bundles Dolls, you'll love DaVallia Art & Accents, located nearby.
Learn more about Chester
Notable for its skiing, Chester features attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. Visitors speak highly of this relaxing city's coffeehouses and small-town setting.
See all hotels in Chester
Check out reviews of Chester hotels guests love
On The River Inn
8/10 Good
"Staff was friendly and the room was clean. Nice social atmosphere, game rooms."
Hampton Inn and Suites Manchester
10/10 Excellent
"The room was clean and very comfortable. The amenities were perfect! Breakfast was great!"
Keene Elm City Hotel, an Ascend Collection Hotel
10/10 Excellent
"Staff was great. Room was fine. Besides the small bathroom set up and basic continental breakfast, stay was great."
Hampton Inn Brattleboro
10/10 Excellent
"The facility was clean, comfortable and friendly staff"
The Jackson
8/10 Good
"If you are looking for a quiet B & B type experience, a little bit off the beaten path, then this could be a great option for you. Our room was on the second floor with a narrow wooden staircase which made it challenging to bring our multiple bags up to the room. We opted to pull a few necessities out of our main bag and just bring in a carry on, which worked fine. The rooms are lovely and comfortably furnished. The bed was comfortable. One of the "charms" of staying in a B&B type lodging is getting to meet your hosts. We went into town for dinner, so missed the complimentary wine and cheese offering. Other than that, all communication (check-in, questions and checkout) was entirely electronic and we did not see anyone throughout our one-night stay. That felt strange and impersonal to us, but perhaps our expectations were too high. I think we would have been happier in a more traditional hotel setting."
Claremont Motor Lodge
10/10 Excellent
"Staff were friendly and accommodating! Room was spacious and clean"
The Palmer House Resort, an Ascend Collection Hotel
8/10 Good
"The property is older, but clean. Staff were very friendly and helpful."
Days Inn by Wyndham Keene NH
8/10 Good
"It was a very pleasant stay"
The Equinox Golf Resort & Spa
10/10 Excellent
"We loved this hotel, really nice amenities, great rooms. I wish we had planned less activities and spent more time at the hotel. If you want to stay in the hotel, plan to spend a day in the hotel. Breakfast ends at 11 and bar closes at around 10 depending on crowd."