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Cheap Chester Hotels

Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$359 nightly
The price is $395 total per night
$395 total
Jan 19 - Jan 20
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

Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
$198 nightly
The price is $215 total per night
$215 total
Jan 19 - Jan 20
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

The Equinox Golf Resort & Spa
3567 Main Street Route 7A Manchester VT
$249 nightly
The price is $273 total per night
$273 total
Jan 26 - Jan 27
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

Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
$219 nightly
The price is $241 total per night
$241 total
Feb 12 - Feb 13
Total with taxes and fees
Free Cancellation
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

Hampton Inn and Suites Manchester
4519 Main St Manchester Center VT
$130 nightly
The price is $143 total per night
$143 total
Feb 1 - Feb 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
24.29 mi from city center
With a stay at Hampton Inn and Suites Manchester, you'll be centrally located in Manchester Center, within a 15-minute drive of Bromley Mountain Ski Resort and Green Mountain National Forest.
Pool
Hot Tub

The Black Bear Lodge at Stratton Mountain Resort
5 Village Lodge Road Stratton VT
$204 nightly
The price is $224 total per night
$224 total
Jan 19 - Jan 20
Total with taxes and fees
18.67 mi from city center
When you stay at The Black Bear Lodge at Stratton Mountain Resort in Stratton, you'll be next to a golf course, within a 5-minute walk of Stratton Mountain Resort and Green Mountain National Forest.
Hot Tub
Breakfast included

The Palmer House Resort, an Ascend Collection Hotel
5383 Main St Manchester Center VT
$105 nightly
The price is $115 total per night
$115 total
Jan 21 - Jan 22
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

The Shire Woodstock
46 Pleasant St. Woodstock VT
$134 nightly
The price is $148 total per night
$148 total
Jan 25 - Jan 26
Total with taxes and fees
25.48 mi from city center
Located in Woodstock, The Shire Woodstock is on a river, within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee Health Center.
Pet friendly
Parking included

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
485 Hotel Road Brownsville VT
$164 nightly
The price is $179 total per night
$179 total
Feb 8 - Feb 9
Total with taxes and fees
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

Mount Snow Grand Summit Resort
89 Grand Summit Way West Dover VT
$333 nightly
The price is $366 total per night
$366 total
Feb 9 - Feb 10
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

The Covered Bridge Inn
1043 Putney Road Brattleboro VT
$84 nightly
The price is $93 total per night
$93 total
Jan 15 - Jan 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
26.33 mi from city center
With a stay at The Covered Bridge Inn in Brattleboro, you'll be within a 15-minute walk of United States Navy Seabee Bridge and Brattleboro Bowl.
Parking included
Free WiFi

The Manchester View
77 High Meadow Way & VT-7A Manchester Center VT
$114 nightly
The price is $125 total per night
$125 total
Jan 26 - Jan 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
22.46 mi from city center
With a stay at The Manchester View in Manchester Center, you'll be within a 5-minute drive of Manchester Designer Outlets and Lye Brook Falls.
Pool
Breakfast included
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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Chester hotels essential information
Accommodation | 3,100 hotels |
|---|---|
Lowest Price | $93 |
Highest Price | $395 |
Popular hotels | Woodstock Inn & Resort, Pointe at Castle Hill Resort, The Equinox Golf Resort & Spa, Kimpton Taconic Hotel by IHG, Hampton Inn and Suites Manchester, The Black Bear Lodge at Stratton Mountain Resort, The Palmer House Resort, an Ascend Collection Hotel, The Shire Woodstock, Holiday Inn Club Vacations Mount Ascutney Resort by IHG, Mount Snow Grand Summit Resort, The Covered Bridge Inn, The Manchester View |
Most Recent Chester Hotel Reviews

Mount Snow Grand Summit Resort
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Ski on skis off fantastic. Ski valet right on it "
A verified traveler stayed at Mount Snow Grand Summit Resort
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