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Recommended hotels in Chester

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (436 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
$139 nightly
The price is $152
Jun 16 - Jun 17
Total with taxes and fees
Fullerton Inn

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
$193 nightly
The price is $210
Jun 29 - Jun 30
Total with taxes and fees
Stone Hearth Inn and Eatery

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (17 reviews)
"Great stay! Colin was very friendly and attentive. House was very spacious and the hot tub was a great addition! Would definitely stay again! "
United States
Ryan K.
$408 nightly
The price is $457
Jun 15 - Jun 16
Total with taxes and fees
Historic 150-year-old farmhouse, Jacuzzi included

Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover
Andover
$508 nightly
The price is $569
Jun 17 - Jun 18
Total with taxes and fees
Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover

Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"We had a great stay! The house was clean, comfortable, and exactly as described. The location was perfect and the host was very responsive. We’d definitely stay here again and highly recommend it."
United States
Stephanie F.
$365 nightly
The price is $409
Jun 14 - Jun 15
Total with taxes and fees
Charming Chester Farmhouse near Near VT Slopes

Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
$893 nightly
The price is $1,000
Jun 20 - Jun 21
Total with taxes and fees
Cozy Vermont Cabin · Mountain Views · Near Okemo

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (447 reviews)
"The staff was very friendly and helpful."
Canada
Dumitru Florin
$94 nightly
The price is $104
Jun 14 - Jun 15
Total with taxes and fees
Bromley View Inn

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (364 reviews)
"The bed was very comfortable! We had a great sleep and made our breakfast in the "snack room". It was pleasant and quiet- we sat on chairs out front looking at the mountain in front of us. It was a great place to stay."
United States
Susan
$98 nightly
The price is $108
Jun 14 - Jun 15
Total with taxes and fees
Brittany Motel

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (581 reviews)
"As a dog owner, this was the perfect stay. It is so convenient to have your car right there. The AC worked VERY well and the room was tidy, beautiful, and well kept. Everything worked great and appreciated the coffee in the morning! Just note you may not have great cell service, so knowing your room and code prior to arrival is very helpful to note down. Will definitely consider staying again!"
United States
Christine
$133 nightly
The price is $147
Jun 24 - Jun 25
Total with taxes and fees
Sleep Woodstock Motel

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (512 reviews)
"Great stay and good location"
Canada
Alexandre
$99 nightly
The price is $107
Jun 15 - Jun 16
Total with taxes and fees
Claremont Motor Lodge

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (991 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
$120 nightly
The price is $132
Jun 22 - Jun 23
Total with taxes and fees
Hampton Inn Brattleboro

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (170 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
$146 nightly
The price is $158
Jun 14 - Jun 15
Total with taxes and fees
The Burrell House

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (862 reviews)
"Great place to stay"
United States
Daniel
$151 nightly
The price is $166
Jun 15 - Jun 16
Total with taxes and fees
Best Western Springfield Hotel

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (129 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
$131 nightly
The price is $145
Jun 21 - Jun 22
Total with taxes and fees
Chalet 239

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (182 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
$132 nightly
The price is $144
Jun 14 - Jun 15
Total with taxes and fees
Aerie Inn of Vermont

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,002 reviews)
"Clean rooms, the full breakfast was a great addition! Friendly staff, clean pool!!!"
United States
Tracie
$119 nightly
The price is $129
Jun 14 - Jun 15
Total with taxes and fees
Best Western Plus Keene Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,003 reviews)
"The staff was friendly, the room was clean and bed comfortable, the breakfast had a variety of options available. I’ll stay here again!"
United States
Dayna
$109 nightly
The price is $118
Jun 14 - Jun 15
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
$153 nightly
The price is $168
Jun 24 - Jun 25
Total with taxes and fees
Colonel Williams Inn

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (284 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
$175 nightly
The price is $193
Jun 18 - Jun 19
Total with taxes and fees
The Jackson

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (102 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
$107 nightly
The price is $118
Jun 22 - Jun 23
Total with taxes and fees
Hideaway Inn Mt. Snow
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Top Chester Hotel Reviews

Find out more about Chester

Chester Hostels information

Number of reviews
7,398
Accommodation
0 Hostels
Lowest Price
$104
Highest Price
$1,000

Frequently asked questions

What are the best hostels in Chester?
Our customers like these accommodations in the surrounding area, and they may have reasonable prices: Fullerton Inn - 0.2 mi (0.4 km) from the heart of Chester. Property features at this inn include free breakfast, free WiFi, and free parking. Woodstock Inn & Resort - 25.2 mi (40.5 km) from the heart of Chester. 2-minute walk from Brattleboro Station for easy access to public transit. Guests can enjoy free WiFi, free parking, and a restaurant at this hotel. Kimpton Taconic Hotel by IHG - 24.9 mi (40 km) from the heart of Chester. Property features at this hotel include free breakfast, free WiFi, and free parking. Latchis Hotel - 28.5 mi (45.9 km) from the heart of Chester. Guests can enjoy free WiFi, free parking, and an indoor pool at this hotel. Days Inn by Wyndham Keene NH - 27.6 mi (44.4 km) from the heart of Chester. Guests can enjoy free breakfast, free WiFi, and free parking at this hotel.
When is the best time of year to stay in a hostel in Chester?
Good weather's definitely a plus when you want to venture out and explore, so here's some information about the local climate: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to see and do in Chester?
In general, Chester is known for its skiing, coffee shops, and mountain views. Get out into nature with places like Lowell Lake State Park, Buttermilk Falls, and Lake Rescue. Cultural attractions include Weston Playhouse, Bellows Falls Opera House, and My Minds Design. Locals like to shop at West River Farmers Market and Walpole Farmers Market.
What's the best way to get to and around Chester while staying at a hostel?
Keep this information about transit options in and around Chester on hand to make the most of your stay: You can fly into the nearest airport, which is Springfield, VT (VSF-Hartness State), located 6.6 mi (10.7 km) away from the city center. Another option is Rutland, VT (RUT-Rutland Southern Vermont Regional), situated 25.4 mi (40.8 km) away.

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