Compare Cheap 4 Star Hotels

Secret Bargains - Save an extra 10% or more on select hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cheap Chester Hotels

Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common Chester VT
$129 nightly
The price is $141 total per night
$141 total
Mar 12 - Mar 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.24 mi from city center
Located in Chester (Chester Depot), Fullerton Inn is within a 15-minute drive of Vermont Country Store and Springfield Hospital.
Breakfast included
Parking included
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$177 nightly
The price is $193 total per night
$193 total
Mar 12 - Mar 13
Total with taxes and fees
8.76 mi from city center
With a stay at Pointe at Castle Hill Resort in Cavendish, you'll be near ski lifts, within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts.
Pool
Hot Tub
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$349 nightly
The price is $384 total per night
$384 total
Mar 22 - Mar 23
Total with taxes and fees
25.17 mi from city center
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski Area.
Pool
Hot Tub
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2 out of 5
270 Handle Rd West Dover VT
$135 nightly
The price is $149 total per night
$149 total
Mar 23 - Mar 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
25.54 mi from city center
When you stay at Hideaway Inn Mt. Snow in West Dover, you'll be near ski lifts, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Pool
Pet friendly
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
$113 nightly
The price is $124 total per night
$124 total
Mar 29 - Mar 30
Total with taxes and fees
Free Cancellation
23.5 mi from city center
Centrally located in Manchester Center, The Palmer House Resort, an Ascend Collection Hotel is within a 15-minute walk of Lye Brook Falls and Manchester Designer Outlets.
Pool
Hot Tub
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
$130 nightly
The price is $143 total per night
$143 total
Mar 22 - Mar 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
24.29 mi from city center
A stay at Hampton Inn and Suites Manchester places you in the heart of Manchester Center, steps from Green Mountain National Forest and 9 minutes by foot from Manchester Designer Outlets.
Pool
Hot Tub
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
$164 nightly
The price is $181 total per night
$181 total
Apr 5 - Apr 6
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
25 mi from city center
With a stay at The Equinox Golf Resort & Spa in Manchester (Manchester Village Historic District), you'll be steps from Green Mountain National Forest and Golf Club at Equinox.
Pool
Hot Tub
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road Brownsville VT
$129 nightly
The price is $141 total per night
$141 total
Mar 12 - Mar 13
Total with taxes and fees
Free Cancellation
15.35 mi from city center
Located in Brownsville, Holiday Inn Club Vacations Mount Ascutney Resort by IHG is in a national park, within a 15-minute drive of American Precision Museum and Paradise Park.
Pool
Restaurant
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
$100 nightly
The price is $110 total per night
$110 total
Mar 12 - Mar 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
26.59 mi from city center
A stay at Colonial Motel And Spa places you in the heart of Brattleboro, steps from Brattleboro Bowl and 11 minutes by foot from New England Center for Circus Arts.
Pool
Hot Tub
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
$190 nightly
The price is $209 total per night
$209 total
Apr 8 - Apr 9
Total with taxes and fees
24.85 mi from city center
With a stay at Kimpton Taconic Hotel by IHG in Manchester (Manchester Village Historic District), you'll be steps from Green Mountain National Forest and 5 minutes by foot from American Museum of Fly Fishing.
Pool
Pet friendly
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$197 nightly
The price is $217 total per night
$217 total
Mar 16 - Mar 17
Total with taxes and fees
24.03 mi from city center
Located in Woodstock (West Woodstock), On The River Inn is within a 5-minute drive of Union Arena Community Center and Five Elm Arches.
Pool
Hot Tub
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
$311 nightly
The price is $342 total per night
$342 total
Apr 6 - Apr 7
Total with taxes and fees
25.44 mi from city center
Located in West Dover, Grand Summit Resort, A Vail Resorts Property is a 1-minute drive from Mount Snow and 7 minutes from Mount Snow Golf Course.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Chester
View all properties
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.

Chester hotels essential information

Accommodation
3,110 hotels
Lowest Price
$110
Highest Price
$384
Popular hotels
Fullerton Inn, Pointe at Castle Hill Resort, Woodstock Inn & Resort, Hideaway Inn Mt. Snow, The Palmer House Resort, an Ascend Collection Hotel, Hampton Inn and Suites Manchester, The Equinox Golf Resort & Spa, Holiday Inn Club Vacations Mount Ascutney Resort by IHG, Colonial Motel And Spa, Kimpton Taconic Hotel by IHG, On The River Inn, Grand Summit Resort, A Vail Resorts Property

Most Recent Chester Hotel Reviews

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

3 out of 5
Posted 1 hour ago
CheapTickets Verified Review
"Hot tub nor sauna we’re working. This is pretty important for a ski Hotel, or anyone that bills themselves as a spa. "
A verified traveler stayed at The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa

Top Picks