Best Resorts in Chester

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Jun 27 - Jun 29
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Jul 4 - Jul 6
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Jul 18 - Jul 20
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Aug 15 - Aug 17

Resorts in Chester

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (519)
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."
$469 nightly
The price is $516
Jun 29 - Jun 30
Total includes taxes and fees
Woodstock Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (706)
"Were there for work and it was a quiet place for us to stay. "
$162 nightly
The price is $176
Jun 17 - Jun 18
Total includes taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (193)
"Outdoor pool was great !"
$162 nightly
The price is $178
Jun 17 - Jun 18
Total includes taxes and fees
Mount Snow Grand Summit Resort
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (901)
"very nice, and clean. ex service!"
$146 nightly
The price is $160
Jul 16 - Jul 17
Total includes taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Palmer House Resort - Deluxe King Bed 5
Terrace/patio

Palmer House Resort - Deluxe King Bed 5

9.4 out of 10, Exceptional, (12)
"Excellent hospitality, friendly staff, quality stay."
$229 nightly
The price is $259
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe King Bed 5
Palmer House Resort - Deluxe Two Double Beds 3
Terrace/patio

Palmer House Resort - Deluxe Two Double Beds 3

8.0 out of 10, Very Good, (1)
"M"
$253 nightly
The price is $286
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe Two Double Beds 3
Equinox Resort Residences
Indoor pool, open 8:00 AM to 6:00 PM, sun loungers

Equinox Resort Residences

4.5 star property
8.0 out of 10, Very Good, (2)
"The setting is beautiful. The staff were amazing - kind and attentive. Our room was very dated and in need of updating including the bathrooms. The furniture in the room was an odd collection of pieces that could have come from a yard sale. It was not up to the standard we expected given the cost of the room and the overall resort vibe. "
$1,105 nightly
The price is $1,216
Jun 30 - Jul 1
Total includes taxes and fees
Equinox Resort Residences
Palmer House Resort - Deluxe King Bed 3
Terrace/patio

Palmer House Resort - Deluxe King Bed 3

8.8 out of 10, Excellent, (5)
"Efficient and helpful staff. Great location. "
$229 nightly
The price is $259
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe King Bed 3
Palmer House Resort - Deluxe King Bed 4
Terrace/patio

Palmer House Resort - Deluxe King Bed 4

6.0 out of 10, (2)
$229 nightly
The price is $259
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe King Bed 4
Palmer House Resort - Deluxe King Bed 1
Terrace/patio

Palmer House Resort - Deluxe King Bed 1

8.0 out of 10, Very Good, (3)
"The cabins in the back were quiet and close to the indoor pool and hot tub. Within walking distance to downtown Manchester,"
$229 nightly
The price is $259
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe King Bed 1
Palmer House Resort - Deluxe King Bed 2
Terrace/patio

Palmer House Resort - Deluxe King Bed 2

8.0 out of 10, Very Good, (2)
"My wife and I selected Palmer House based on the photos on VRBO. Upon driving the property towards our room we suddenly realized things looked different. Upon entering the room we noticed a distinct smell. The bathroom shown online looks very nice and updated with a beautiful shower, white cabinets and looked very modern. Ours was nothing like that. We had a tan handicap tub, urine stained tiles, a counter and sink that looked very old, and old brown cabinets. Needless to say we were...
$229 nightly
The price is $259
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe King Bed 2
Deluxe King, kitchenette, fireplace
1 bedroom, iron/ironing board, WiFi, bed sheets

Deluxe King, kitchenette, fireplace

10.0 out of 10, Exceptional, (4)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
$225 nightly
The price is $244
Jun 17 - Jun 18
Total includes taxes and fees
Deluxe King, kitchenette, fireplace
Deluxe King Room w/fireplace and separate entrance
Aerial view

Deluxe King Room w/fireplace and separate entrance

10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
$212 nightly
The price is $229
Jun 17 - Jun 18
Total includes taxes and fees
Deluxe King Room w/fireplace and separate entrance
Palmer House Resort - Deluxe Two Double Beds 4
Terrace/patio

Palmer House Resort - Deluxe Two Double Beds 4

8.0 out of 10, Very Good, (6)
"We enjoyed our stay at the Palmer House in Manchester Center, VT. The staff was friendly and accommodating. Especially enjoyed sitting by the fire pit on a chilly evening."
$253 nightly
The price is $286
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe Two Double Beds 4
King with Bunk Bed- 2nd floor in Historic Inn
A heated pool

King with Bunk Bed- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (2)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
$213 nightly
The price is $230
Jun 17 - Jun 18
Total includes taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn
Deluxe 2xQueen- 2nd floor in Historic Inn
1 bedroom, iron/ironing board, WiFi

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"Gorgeous property in a wonderful area. It was IMMACULATELY clean and cozy. We loved our stay and had plenty of recommendations for things to do nearby. The restaurant was lovely and again so cute and cozy. The only negative I can say is that the bar was way overpriced. We would be happy to stay again"
$213 nightly
The price is $230
Jun 17 - Jun 18
Total includes taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn
Palmer House Resort - Deluxe Two Double Beds 5
Terrace/patio

Palmer House Resort - Deluxe Two Double Beds 5

5.0 out of 10, (2)
"My husband and I were traveling to Vermont for one night stay. We selected this property because it had pretty rooms. Unfortunately that’s not what we received. Checking in our reservation could not be found. Luckily the desk clerk was able to figure out a repeated mistake. She gave us the key to room #60. We expected a beautiful room with 2 beds. What we got was a suite that had badly stained carpet, furniture that needed to be replaced , water stained bathroom walls and dirty bathroom floors....
$253 nightly
The price is $286
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe Two Double Beds 5
Deluxe King - 2nd floor in Historic Inn
Aerial view

Deluxe King - 2nd floor in Historic Inn

$200 nightly
The price is $216
Jun 17 - Jun 18
Total includes taxes and fees
Deluxe King - 2nd floor in Historic Inn
Palmer House Resort - Deluxe Two Double Beds 2
Terrace/patio

Palmer House Resort - Deluxe Two Double Beds 2

8.0 out of 10, Very Good, (1)
"I will start with the negatives and close with the positives. I wasn't convinced the towels were clean and there was literally only one each for us, seemed there was no attention to detail with cleaning (lots of hair and dust in corners in bathroom, 1/2 used sugar packet in the selection at the coffeemaker, bed skirt dragging on the floor, etc.), breakfast was lame, but I get it, because it's covid. For the positives, location was AWESOME, the room was super spacious with updated climate...
$253 nightly
The price is $286
Jun 23 - Jun 24
Total includes taxes and fees
Palmer House Resort - Deluxe Two Double Beds 2
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Outdoor dining

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

8.0 out of 10, Very Good, (1)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
$213 nightly
The price is $230
Jun 17 - Jun 18
Total includes taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
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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Frequently asked questions

What can I expect from a resort vacation in Chester?
You deserve to get away, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing trip to Chester. One of the comfortable resort hotels in the surrounding area might be just what you’re looking for, whether you want a luxurious suite, shopping possibilities, or fun activities to try.
What's a top resort in Chester?
Here are our top-rated resorts around Chester: Woodstock Inn & Resort - Luxury resort. 25.2 mi (40.5 km) from Chester. Features 4 restaurants, 2 bars, and a golf course. Holiday Inn Club Vacations Mount Ascutney Resort by IHG - 15.4 mi (24.7 km) from Chester. Has a seasonal outdoor pool, a bar, and an indoor pool. Mount Snow Grand Summit Resort - Ski resort, 5-minute walk from Mount Snow. 25.5 mi (41 km) from Chester. Enjoy the ski-in/ski-out access, spa, and fitness center. The Black Bear Lodge at Stratton Mountain Resort - Ski resort, 5-minute walk from Stratton Mountain Resort. 18.7 mi (30.1 km) from Chester. Amenities include 10 restaurants, 2 bars, and a sauna. Equinox Resort Residences - Luxury resort. 25 mi (40.3 km) from Chester. Access to 4 restaurants, 2 bars, and a golf course.
What can I do in Chester?
Travelers enjoy the skiing and other winter sports in Chester, and have good things to say about activities such as shopping. If you brought the kids, you can head to DaVallia Art & Accents or Bonnie’s Bundles Dolls for some family fun. In the area, other attractions include Vermont Country Store and Lowell Lake State Park.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What's the best way to get to and around Chester?
Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) away from the city center. You can also search for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.