Search Chester Hostels

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov
In one month
28 Nov - 30 Nov
In two months
26 Dec - 28 Dec

Featured Hostels in Chester

We don't have any properties that match your exact search
See all properties in Chester

Recommended hotels in Chester

Garden
Fullerton Inn
Fullerton Inn
2.5 star property
8.2 out of 10, Very good, (398)
"Lovely stay"
United States
Christine
The price is AU$214
includes taxes & fees
12 Nov - 13 Nov
Fullerton Inn
Front of property
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (104)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is AU$333
includes taxes & fees
20 Nov - 21 Nov
Stone Hearth Inn and Eatery
Dining
Quaint Queen room at the Chester Inn
Quaint Queen room at the Chester Inn
2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a wonderful experience for us. The Inn and room were spotless. Very comfortable bed. We will return. The only issue was the tub/shore. Too much of a challenge for older folks. "
United States
Thomas
The price is AU$206
includes taxes & fees
10 Nov - 11 Nov
Quaint Queen room at the Chester Inn
Interior
King & Queen Suite in Historic Inn Circa 1780
King & Queen Suite in Historic Inn Circa 1780
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
The price is AU$349
includes taxes & fees
17 Nov - 18 Nov
King & Queen Suite in Historic Inn Circa 1780
Exterior
Historic 150-year-old farmhouse, Jacuzzi included
Historic 150-year-old farmhouse, Jacuzzi included
9.8 out of 10, Exceptional, (9)
"This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!"
United States
Amy S.
The price is AU$618
includes taxes & fees
2 Nov - 3 Nov
Historic 150-year-old farmhouse, Jacuzzi included
Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
9.0 out of 10, Wonderful, (2)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
United States
Jacque
The price is AU$248
includes taxes & fees
10 Nov - 11 Nov
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Interior
Whimsical Room & Private Bathroom in Historic Inn
Whimsical Room & Private Bathroom in Historic Inn
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is AU$257
includes taxes & fees
9 Nov - 10 Nov
Whimsical Room & Private Bathroom in Historic Inn
Terrace/patio
Chester Farmhouse Ski Retreat near Slopes
Chester Farmhouse Ski Retreat near Slopes
9.6 out of 10, Exceptional, (15)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is AU$612
includes taxes & fees
9 Nov - 10 Nov
Chester Farmhouse Ski Retreat near Slopes
Fridge, microwave, oven, stovetop
Cozy Vermont Cabin · Mountain Views · Near Okemo
Cozy Vermont Cabin · Mountain Views · Near Okemo
10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
United States
Donald M.
The price is AU$1,552
includes taxes & fees
11 Nov - 12 Nov
Cozy Vermont Cabin · Mountain Views · Near Okemo
Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!
Room in Historic Inn! 20 Minutes to Okemo!
9.2 out of 10, Wonderful, (17)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
The price is AU$257
includes taxes & fees
10 Nov - 11 Nov
Room in Historic Inn! 20 Minutes to Okemo!
1 bedroom, desk, iron/ironing board, free WiFi
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Honeymoon Suite with Jacuzzi Tub in Historic Inn
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
United States
Sharon S.
The price is AU$274
includes taxes & fees
12 Nov - 13 Nov
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Free breakfast
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 star property
8.2 out of 10, Very good, (912)
"Breakfast area was the best I've seen in a while!"
United States
Michael
The price is AU$163
includes taxes & fees
20 Nov - 21 Nov
Hampton Inn Brattleboro
Free daily on-the-go breakfast
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
8.8 out of 10, Excellent, (1004)
"Good room, great breakfast options "
United States
Nathan
The price is AU$224
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Lounge
Bromley View Inn
Bromley View Inn
3.5 star property
9.0 out of 10, Wonderful, (397)
"Great place and close to everything "
United States
Debra
Bromley View Inn
Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (796)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is AU$269
includes taxes & fees
12 Nov - 13 Nov
Best Western Springfield Hotel
Exterior detail
The Covered Bridge Inn
The Covered Bridge Inn
2.5 star property
7.6 out of 10, Good, (1000)
"Good value for a two night stay for work "
United States
jim
The price is AU$152
includes taxes & fees
2 Nov - 3 Nov
The Covered Bridge Inn
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
8.4 out of 10, Very good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is AU$246
includes taxes & fees
30 Oct - 31 Oct
Best Western Plus Keene Hotel
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
8.4 out of 10, Very good, (936)
"Nice place to stay "
United States
James
The price is AU$206
includes taxes & fees
12 Nov - 13 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
Lobby
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 star property
8.6 out of 10, Excellent, (718)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
The price is AU$211
includes taxes & fees
20 Nov - 21 Nov
Comfort Inn & Suites Brattleboro I-91
Front of property – evening/night
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 star property
9.6 out of 10, Exceptional, (1001)
"Very dog friendly."
United States
Gene
The price is AU$219
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn and Suites Manchester
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Nice view , great location "
Naushaba 1-night trip
Posted 1 day ago
The Shire Woodstock

Find out more about Chester

Chester Hostels information

Number of reviews
13,053
Accommodation
0 Hostels
Lowest Price
AU$152
Highest Price
AU$333

Frequently asked questions

What are the best hostels in Chester?
Our guests like these accommodations in the surrounding area, and they may have reasonable rates: Woodstock Inn & Resort - 25.2 mi (40.5 km) from the heart of Chester. Located within a 20-minute walk of Mount Snow. Guests can enjoy free Wi-Fi, free parking and a pool table at this motel. The Shire Woodstock - 25.5 mi (41 km) from the heart of Chester. Property features at this hotel include free Wi-Fi, free parking and an indoor pool. The Equinox Golf Resort & Spa - 25 mi (40.3 km) from the heart of Chester. You can take advantage of free Wi-Fi and free parking at this motel. Kimpton Taconic Hotel by IHG - 24.9 mi (40 km) from the heart of Chester. You can take advantage of free continental breakfast, free Wi-Fi and free parking at this motel. Jackson Gore Village - 12.6 mi (20.3 km) from the heart of Chester. Guests can enjoy free breakfast, free Wi-Fi and free parking at this hotel.
When is the best time of year to stay in a hostel in Chester?
The weather is important when you're discovering new places, so here are some stats about the seasons: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm 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 such as Lowell Lake State Park, Buttermilk Falls and Lake Rescue. Cultural attractions include Grafton Historical Society, Plummer's Sugar House and Weston Playhouse. 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 centre. Another option is Rutland, VT (RUT-Rutland Southern Vermont Regional), located 25.4 mi (40.8 km) away.

Explore a world of travel with Expedia