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Cheap Chester Hotels

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11, Chester, VT
The price is $217 per night
$217
includes taxes & fees
$199 per night
Jan 1 - Jan 2, 2025
Free Cancellation
Reserve now, pay when you stay
1.46 mi from city center
With a stay at Stone Hearth Inn and Eatery in Chester, you'll be 8.5 mi (13.7 km) from Vermont Country Store and 11 mi (17.6 km) from Magic Mountain Ski Resort.
Breakfast included
Parking included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $384 per night
$384
includes taxes & fees
$349 per night
Jan 20 - Jan 21, 2025
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
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
The price is $174 per night
$174
includes taxes & fees
$158 per night
Jan 8 - Jan 9, 2025
Free Cancellation
Reserve now, pay when you stay
25.53 mi from city center
When you stay at Mountaineer Inn in West Dover, you'll be near ski lifts, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Pool
Parking included
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is $165 per night
$165
includes taxes & fees
$152 per night
Jan 5 - Jan 6, 2025
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.
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
The price is $97 per night
$97
includes taxes & fees
$88 per night
Jan 9 - Jan 10, 2025
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
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
The price is $230 per night
$230
includes taxes & fees
$209 per night
Jan 5 - Jan 6, 2025
25 mi from city center
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at Equinox.
Pool
Spa
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
The price is $165 per night
$165
includes taxes & fees
$150 per night
Jan 5 - Jan 6, 2025
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 8 minutes by foot from Manchester Designer Outlets.
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
The price is $217 per night
$217
includes taxes & fees
$197 per night
Jan 20 - Jan 21, 2025
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
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
3835 Main St., Manchester, VT
The price is $201 per night
$201
includes taxes & fees
$183 per night
Jan 6 - Jan 7, 2025
Free Cancellation
24.86 mi from city center
With a stay at Kimpton Taconic Hotel, an IHG Hotel in Manchester, you'll be next to a golf course, just a 1-minute walk from Green Mountain National Forest and 6 minutes by foot from American Museum of Fly Fishing.
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is $102 per night
$102
includes taxes & fees
$93 per night
Jan 12 - Jan 13, 2025
Free Cancellation
Reserve now, pay when you stay
25.76 mi from city center
Located in Brattleboro, Hampton Inn Brattleboro is a 2-minute drive from Brattleboro Bowl and 7 minutes from Brattleboro Farmers' Market.
Pool
Hot Tub
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
The price is $114 per night
$114
includes taxes & fees
$104 per night
Jan 8 - Jan 9, 2025
Free Cancellation
Reserve now, pay when you stay
26.06 mi from city center
When you stay at Comfort Inn & Suites Brattleboro I-91 in Brattleboro, you'll be near ski lifts, within a 10-minute walk of Connecticut River and United States Navy Seabee Bridge.
Pool
Breakfast included
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
The price is $150 per night
$150
includes taxes & fees
$133 per night
Jan 6 - Jan 7, 2025
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
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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
2,956 hotels
Lowest Price
$97
Highest Price
$384
Popular hotels
Stone Hearth Inn and Eatery, Woodstock Inn & Resort, Mountaineer Inn, Pointe at Castle Hill Resort, Colonial Motel And Spa, The Equinox Golf Resort & Spa, Hampton Inn and Suites Manchester, The Black Bear Lodge at Stratton Mountain Resort, Kimpton Taconic Hotel, an IHG Hotel, Hampton Inn Brattleboro, Comfort Inn & Suites Brattleboro I-91, The Shire Woodstock

Most Recent Chester Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

5 out of 5
Posted 16 hours ago
CheapTickets Verified Review
" Clean and friendly!"
A verified traveler stayed at Pointe at Castle Hill Resort
Pointe at Castle Hill Resort