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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (444 reviews)
"We come to Vermont every year and look forward to our annual stay at The Fullerton!"
United States
Sandra
$159 nightly
The price is $173
Jul 29 - Jul 30
Total with taxes and fees
Fullerton Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (121 reviews)
"Friendly helpful clean. Bathroom clean. Nice pillows. A/c was super because it was very hot outside. Breakfast was very good"
United States
Kathleen
$230 nightly
The price is $250
Aug 11 - Aug 12
Total with taxes and fees
Stone Hearth Inn and Eatery
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (18 reviews)
"Our Stay was outstanding. 20 minutes from Okemo! Hot Tub was excellent; the beds were super comfortable, and Colin's food recommendations were spot on. I will be coming to this house again next year!"
United States
Kevin K.
$433 nightly
The price is $484
Jul 30 - Jul 31
Total with taxes and fees
Historic 150-year-old farmhouse, Jacuzzi included
Dining

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
Jul 30 - Jul 31
Total with taxes and fees
Charming Chester Farmhouse near Near VT Slopes
Exterior

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
$576 nightly
The price is $645
Jul 29 - Jul 30
Total with taxes and fees
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Exterior

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
$902 nightly
The price is $1,010
Aug 4 - Aug 5
Total with taxes and fees
Cozy Vermont Cabin · Mountain Views · Near Okemo
Lobby sitting area

The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (349 reviews)
"Fantastic historic house in downtown Springfield, VT. A wonderful place to spend an evening or the weekend. Close to state parks, great restaurants, and kayaking. Wonderful place for a getaway."
United States
Dan
$180 nightly
The price is $198
Aug 3 - Aug 4
Total with taxes and fees
The Hartness House
Exterior

The Landgrove

The Landgrove
3.5 star property
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Very cool place to stay to get a true feeling of Vermont. Must stay!"
United States
Jared
$191 nightly
The price is $208
Aug 9 - Aug 10
Total with taxes and fees
The Landgrove
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (871 reviews)
"Clean Room, Convenient Location"
United States
Gerry
$179 nightly
The price is $197
Aug 4 - Aug 5
Total with taxes and fees
Best Western Springfield Hotel
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (269 reviews)
"Delicious breakfast and great communication throughout! Had a very lovely stay at the Harvest Barn Inn"
Canada
Natalie
$172 nightly
The price is $187
Aug 19 - Aug 20
Total with taxes and fees
Harvest Barn Inn
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, iron/ironing board, WiFi (free)

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (547 reviews)
"Nice place to stay"
United States
Shane
$101 nightly
The price is $110
Jul 29 - Jul 30
Total with taxes and fees
Claremont Motor Lodge
Restaurant

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (702 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
$107 nightly
The price is $118
Aug 27 - Aug 28
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Interior entrance

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (408 reviews)
"Beautifully decorated old mill right on the river with great restaurant"
United States
Denis
$164 nightly
The price is $178
Aug 3 - Aug 4
Total with taxes and fees
The Common Man Inn & Restaurant
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (454 reviews)
"staff actually treated you like family and not another customer & Clean room & relaxing backyard to watch the sunset & great breakfast"
United States
Josh
$85 nightly
The price is $93
Jul 29 - Jul 30
Total with taxes and fees
Bromley View Inn
Sauna, aromatherapy, hot stone massages, deep-tissue massages

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,004 reviews)
"Great place for the family!"
United States
Stephen
$140 nightly
The price is $152
Aug 3 - Aug 4
Total with taxes and fees
Pointe at Castle Hill Resort
Front of property - evening/night

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (224 reviews)
"Comfy beds , great shower and awesome coffee room !"
United States
Kristina
$162 nightly
The price is $178
Aug 3 - Aug 4
Total with taxes and fees
Main and Mountain Bar & Motel
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (169 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
$332 nightly
The price is $372
Jul 29 - Jul 30
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Lobby lounge

Sun Lodge, an Ascend Collection Hotel

Sun Lodge, an Ascend Collection Hotel
3.5 star property
Bromley Mountain
8.8 out of 10, Excellent, (340 reviews)
"The staff here are fantastic and super helpful. What a great crew. Hotel was neat and clean. It was nice having a balcony view."
United States
Joe
$111 nightly
The price is $122
Aug 18 - Aug 19
Total with taxes and fees
Sun Lodge, an Ascend Collection Hotel
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (861 reviews)
"It was clean an convenient"
United States
Russell
$144 nightly
The price is $157
Aug 16 - Aug 17
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Property entrance

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (876 reviews)
"Great family friendly location!"
United States
Cynthia
$208 nightly
The price is $229
Aug 26 - Aug 27
Total with taxes and fees
Jackson Gore Village, A Vail Resorts Property
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent
"Beautiful property, very helpful staff"
Jak 1-night trip
Posted 1 hour ago
Grand Summit Resort, A Vail Resorts Property

Find out more about Chester

Chester Hostels information

Number of reviews
6,525
Accommodation
0 Hostels
Lowest Price
$93
Highest Price
$1,010

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. Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area - 5.6 mi (9.1 km) from the heart of Chester. Property features at this hotel include free WiFi, free parking, and an indoor pool. Woodstock Inn & Resort - 25.2 mi (40.5 km) from the heart of Chester. Property features at this hotel include free breakfast, free WiFi, and free parking. Keene Elm City Hotel, an Ascend Collection Hotel - 27.8 mi (44.7 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. Located within a 5-minute walk of Green Mountain National Forest. 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, Hunter Gallery of Fine Art, and The Fort at No.4 Open Air Museum. 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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