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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
Apr 28 - Apr 29
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.
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
Apr 27 - Apr 28
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.
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
Apr 27 - Apr 28
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.
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
$154 nightly
The price is $168 total per night
$168 total
May 4 - May 5
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.
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
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
$196 nightly
The price is $216 total per night
$216 total
Apr 29 - Apr 30
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
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
$154 nightly
The price is $170 total per night
$170 total
May 10 - May 11
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
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
$143 nightly
The price is $158 total per night
$158 total
May 26 - May 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
25.48 mi from city center
With a stay at The Shire Woodstock in Woodstock, you'll be on a river, within a 15-minute drive of Quechee Gorge Bridge and Mt Ascutney Hospital and Health Center Primary Care - Woodstock.
Pet friendly
Parking included
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
$120 nightly
The price is $132 total per night
$132 total
Apr 29 - Apr 30
Total with taxes and fees
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.
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
$125 nightly
The price is $137 total per night
$137 total
May 17 - May 18
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.
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$185 nightly
The price is $204 total per night
$204 total
May 17 - May 18
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.
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
$144 nightly
The price is $156 total per night
$156 total
Apr 27 - Apr 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
28.04 mi from city center
Located in Keene, Best Western Plus Keene Hotel is in the suburbs, within a 5-minute drive of Cheshire Children's Museum and Keene State College.
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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.

Chester hotels essential information

Accommodation
3,081 hotels
Lowest Price
$132
Highest Price
$384
Popular hotels
Fullerton Inn, Woodstock Inn & Resort, Pointe at Castle Hill Resort, Holiday Inn Club Vacations Mount Ascutney Resort by IHG, Colonial Motel And Spa, Kimpton Taconic Hotel by IHG, The Equinox Golf Resort & Spa, The Shire Woodstock, Hampton Inn Brattleboro, The Palmer House Resort, an Ascend Collection Hotel, On The River Inn, Best Western Plus Keene Hotel

Most Recent Chester Hotel Reviews

On The River Inn

On The River Inn

4 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"My family of 3 stay here about every six weeks. We have been staying at the 506 for about 8 years now. While we love the location, the staff at breakfast, and the pool/hot tub, the shared spaces during this visit seemed worn, not the cleanest and the number of staff was sparse. They have increased their prices since the new owners took over about a year ago and although they’ve updated the rooms with paint, new linens, decor, it seems the family vibes and familiarity are non-existent. "
A verified traveler stayed at On The River Inn
On The River Inn

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