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Cheap Chester Hotels
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
The price is $244 per night
$244
includes taxes & fees
$224 per night
Dec 19 - Dec 20
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
Fourteen The Green, Woodstock, VT
The price is $439 per night
$439
includes taxes & fees
$399 per night
Jan 5 - Jan 6, 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
Hampton Inn and Suites Manchester
4519 Main St, Manchester Center, VT
The price is $149 per night
$149
includes taxes & fees
$135 per night
Jan 5 - Jan 6, 2025
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
Pointe at Castle Hill Resort
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.
Pool
Hot Tub
Kimpton Taconic Hotel, an IHG Hotel
3835 Main St., Manchester, VT
The price is $243 per night
$243
includes taxes & fees
$224 per night
Jan 5 - Jan 6, 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.
Pool
Pet friendly
The Black Bear Lodge at Stratton Mountain Resort
5 Village Lodge Road, Stratton, VT
The price is $217 per night
$217
includes taxes & fees
$197 per night
Jan 1 - Jan 2, 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
Mountaineer Inn
270 Handle Rd, West Dover, VT
The price is $205 per night
$205
includes taxes & fees
$186 per night
Jan 7 - Jan 8, 2025
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
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
The price is $108 per night
$108
includes taxes & fees
$98 per night
Jan 1 - Jan 2, 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
Hampton Inn Brattleboro
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
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
The price is $219 per night
$219
includes taxes & fees
$199 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
The Shire Woodstock
46 Pleasant St., Woodstock, VT
The price is $177 per night
$177
includes taxes & fees
$157 per night
Jan 12 - Jan 13, 2025
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
Courtyard by Marriott Keene Downtown
75 Railroad St, Keene, NH
The price is $128 per night
$128
includes taxes & fees
$118 per night
Jan 12 - Jan 13, 2025
Free Cancellation
Reserve now, pay when you stay
27.91 mi from city center
A stay at Courtyard by Marriott Keene Downtown places you in the heart of Keene, steps from Historic Main Street and 3 minutes by foot from Colonial Theatre.
Pool
Pet friendly
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 | 2,913 hotels |
|---|---|
Lowest Price | $102 |
Highest Price | $439 |
Popular hotels | Stone Hearth Inn and Eatery, Woodstock Inn & Resort, Hampton Inn and Suites Manchester, Pointe at Castle Hill Resort, Kimpton Taconic Hotel, an IHG Hotel, The Black Bear Lodge at Stratton Mountain Resort, Mountaineer Inn, Colonial Motel And Spa, Hampton Inn Brattleboro, The Equinox Golf Resort & Spa, The Shire Woodstock, Courtyard by Marriott Keene Downtown |
Most Recent Chester Hotel Reviews
Stone Hearth Inn and Eatery
5 out of 5
Posted 4 days ago
CheapTickets Verified Review
"Breakfast was great. The owner is super nice"
A verified traveler stayed at Stone Hearth Inn and Eatery
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