Search Resorts in Chester

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Featured Resorts in Chester

Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (448)
"Absolutely flawless!!!"
The price is P26,325
P31,303 total
includes taxes & fees
Jun 30 - Jul 1
Woodstock Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (617)
"Great "
The price is P11,086
P12,670 total
includes taxes & fees
Jul 8 - Jul 9
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
Mount Snow Grand Summit Resort
3.0 star property
8.8 out of 10, Excellent, (119)
"This was such a great find! First time staying at a ski resort and it was perfect! Really enjoyed the ski in / ski out. We had beautiful views from our room complete with balcony overlooking the slopes! Loved the heated outdoor pool and hot tubs. Fire pits outside were also nice to have. Very cozy atmosphere. Everyone was very friendly and helpful at the hotel."
The price is P8,736
P10,455 total
includes taxes & fees
Jun 24 - Jun 25
Mount Snow Grand Summit Resort
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.4 out of 10, Good, (832)
"This is the third time we have stayed at the black bear lodge in Stratton and every time we stay our experience is the same.. excellent. The staff are all so nice and accommodating, the property is clean and the breakfast is perfect. The rooms are comfortable and clean, it really is the perfect place to stay in Vermont. See you in October. "
The price is P8,502
P10,287 total
includes taxes & fees
Jun 24 - Jun 25
The Black Bear Lodge at Stratton Mountain Resort
Equinox Resort Residences
4.5 star property
Equinox Resort Residences
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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.

Other property types in Chester

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (70)
"Amazing! Cannot get a better location! So close to everything! Quick walk to village shops and slopes. Very clean. Lots more room than I was expecting for two big 17 year old boys and parents. Kids had their own bedroom, bathroom and storage area on main floor, adult had master suite with own bathroom upstairs. Plenty of room in kitchen and family room. The only complaint is that hotels hot tubs and pool were over run with too many little kids. "
The price is P18,206
P22,029 total
includes taxes & fees
Jun 27 - Jun 28
Long Trail House at Stratton Mountain Resort
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 Resorts information

Number of reviews
2,012
Accommodation
6 Resorts
Lowest Price
P8,502
Highest Price
P26,325

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. 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. Has 10 restaurants, 2 bars, and a full-service spa. Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel - 15.4 mi (24.7 km) from Chester. Enjoy the seasonal outdoor pool, 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. Amenities include ski-in/ski-out access, a full-service spa, and a fitness center. 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 Country Store and Baltimore Covered Bridge.
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.

Recent Reviews in Chester
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