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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sep - 21 Sep

Resorts in Chester

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (528)
"Relaxing "
The price is SAR 1,684
SAR 2,018 total
includes taxes & fees
17 Aug - 18 Aug
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, (723)
"Great place great scenery amazing staff"
The price is SAR 474
SAR 567 total
includes taxes & fees
6 Aug - 7 Aug
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, (206)
"Very nice being right on the mountain. "
The price is SAR 531
SAR 636 total
includes taxes & fees
25 Aug - 26 Aug
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, (906)
"The staff was amazing and accommodating. Especially Noah!"
The price is SAR 441
SAR 533 total
includes taxes & fees
26 Aug - 27 Aug
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."
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"
The price is SAR 859
SAR 1,183 total
includes taxes & fees
5 Aug - 6 Aug
Palmer House Resort - Deluxe Two Double Beds 3
Equinox Resort Residences
Lobby sitting area

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. "
The price is SAR 3,576
SAR 5,088 total
includes taxes & fees
13 Aug - 14 Aug
Equinox Resort Residences
Palmer House Resort - Deluxe King Bed 1
Terrace/patio

Palmer House Resort - Deluxe King Bed 1

8.0 out of 10, Very Good, (4)
"The cabins in the back were quiet and close to the indoor pool and hot tub. Within walking distance to downtown Manchester,"
Palmer House Resort - Deluxe King Bed 1
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. "
The price is SAR 784
SAR 1,085 total
includes taxes & fees
26 Aug - 27 Aug
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)
Palmer House Resort - Deluxe King Bed 4
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."
Palmer House Resort - Deluxe Two Double Beds 4
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....
Palmer House Resort - Deluxe Two Double Beds 5
Luxury King with balcony
Interior

Luxury King with balcony

Luxury King with balcony
Deluxe 2xQueen- 2nd floor in Historic Inn
Exterior

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
Deluxe 2xQueen- 2nd floor in Historic Inn
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

9.8 out of 10, Exceptional, (7)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
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...
Palmer House Resort - Deluxe King Bed 2
Deluxe King, kitchenette, fireplace
Exterior

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."
Deluxe King, kitchenette, fireplace
Deluxe King Room w/fireplace and separate entrance
Exterior

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."
Deluxe King Room w/fireplace and separate entrance
King with Bunk Bed- 2nd floor in Historic Inn
Exterior

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."
King with Bunk Bed- 2nd floor in Historic Inn
Deluxe King - 2nd floor in Historic Inn
Exterior

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
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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Top Chester Hotel Reviews

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

10/10 Excellent
"I was only there one night for business but the room was comfortable and clean "
Susan 1-night trip
Posted 15 hours ago
Keene Elm City Hotel, Ascend Hotel Collection

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. DaVallia Art & Accents and Bonnie's Bundles Dolls are a few of the interesting sights to visit. In the area, other attractions include Vermont Museum of Mining and Minerals and Vermont Country Store.
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.