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Vail Resorts in Chester

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
Nov 10 - Nov 11
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.
Breakfast included
Parking included
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11 Chester VT
$232 nightly
The price is $253 total per night
$253 total
Nov 16 - Nov 17
Total with taxes and fees
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
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Chester VT
5.63 mi from city center
When you stay at this cabin in Chester, you'll be 15 minutes by car from Fletcher Farm School for the Arts and Crafts.
Kitchen
Pet friendly
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$409 nightly
The price is $450 total per night
$450 total
Nov 16 - Nov 17
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
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
$172 nightly
The price is $189 total per night
$189 total
Oct 21 - Oct 22
Total with taxes and fees
Free Cancellation
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.
Spa
Free WiFi
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
5669 Main Street Manchester Center VT
$147 nightly
The price is $162 total per night
$162 total
Nov 2 - Nov 3
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
When you stay at Aspen At Manchester in Manchester Center, you'll be in the entertainment district, just steps from Green Mountain National Forest and a 2-minute drive from Battenkill River.
Pool
Pet friendly
The Manchester View

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
$105 nightly
The price is $116 total per night
$116 total
Nov 5 - Nov 6
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
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
$99 nightly
The price is $109 total per night
$109 total
Nov 1 - Nov 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
26.59 mi from city center
A stay at Colonial Motel places you in the heart of Brattleboro, within a 5-minute drive of New England Center for Circus Arts and Brattleboro Common.
Breakfast included
Pet friendly
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
$204 nightly
The price is $224 total per night
$224 total
Nov 18 - Nov 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.62 mi from city center
With a stay at Jackson Gore Village, A Vail Resorts Property in Ludlow (Jackson Gore Base Area), you'll be steps from Okemo Mountain Resort and Tubing Park.
Pool
Hot Tub
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$160 nightly
The price is $174 total per night
$174 total
Oct 28 - Oct 29
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
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

3 out of 5
270 Handle Rd West Dover VT
$117 nightly
The price is $129 total per night
$129 total
Oct 26 - Oct 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
25.54 mi from city center
When you stay at Hideaway Inn Mt. Snow in West Dover, you'll be near ski lifts, just steps from Green Mountain National Forest and 10 minutes by foot from Mount Snow.
Pool
Hot Tub
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
$176 nightly
The price is $194 total per night
$194 total
Nov 16 - Nov 17
Total with taxes and fees
24.21 mi from city center
With a stay at The Jackson in Woodstock (West Woodstock), you'll be within a 15-minute drive of Green Mountain National Forest and Union Arena Community Center.
Parking included
Free WiFi
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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
3,128 hotels
Lowest Price
$109
Highest Price
$450
Popular hotels
Fullerton Inn, Stone Hearth Inn and Eatery, Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area, Woodstock Inn & Resort, Grand Summit Resort, A Vail Resorts Property, Aspen At Manchester, The Manchester View, Colonial Motel, Jackson Gore Village, A Vail Resorts Property, Pointe at Castle Hill Resort, Hideaway Inn Mt. Snow, The Jackson

Most Recent Chester Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

5 out of 5
Posted 6 hours ago
CheapTickets Verified Review
"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"
A verified traveler stayed at Grand Summit Resort, A Vail Resorts Property
Grand Summit Resort, A Vail Resorts Property

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