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Cheap Chester Hotels

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
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

Pointe at Castle Hill Resort

3.5 out of 5
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

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
$249 nightly
The price is $273 total per night
$273 total
Jan 25 - Jan 26
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

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
$221 nightly
The price is $243 total per night
$243 total
Jan 19 - Jan 20
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

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
$133 nightly
The price is $146 total per night
$146 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

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
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

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
$105 nightly
The price is $115 total per night
$115 total
Jan 22 - Jan 23
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

The Shire Woodstock

3 out of 5
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
Free Cancellation
Reserve now, pay when you stay
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

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road Brownsville VT
$164 nightly
The price is $179 total per night
$179 total
Jan 26 - Jan 27
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
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
$333 nightly
The price is $366 total per night
$366 total
Feb 2 - Feb 3
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

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
$84 nightly
The price is $93 total per night
$93 total
Jan 18 - Jan 19
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

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
$108 nightly
The price is $118 total per night
$118 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
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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
3,107 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

The Manchester View

The Manchester View

5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"Excellent "
A verified traveler stayed at The Manchester View
The Manchester View