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Compare 2,923 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
Zen of the Woods Tiny Cabin in Okemo Valley
10.0 out of 10, Exceptional, (6)
"Nice small one-room cabin in the woods. The road is dirt and could have been difficult to traverse in snowy weather without 4-wheel drive, but was fine when we visited."
Zen of the Woods Tiny Cabin in Okemo Valley
Fridge, microwave, oven, stovetop
Cozy Camp in the woods surrounded by nature.!
10.0 out of 10, Exceptional, (9)
"We booked the cabin in the woods for family ski/snowboard trip. Crotched mountain was perfect for the kids learning and for us to enjoy as well. The mountain was about 45 minute drive from the cabin. We also were able to skate on the lake which it's a few minutes walk from the cabin. We really enjoyed exploring the farm and meeting the animals. I asked ahead of our stay what they would have available to purchase from the farm and Jenny stocked our fridge with delicious pasture raised meats....
Cozy Camp in the woods surrounded by nature.!
Interior
Whimsical Room & Private Bathroom in Historic Inn
10.0 out of 10, Exceptional, (3)
"We had a great stay. Everything we needed was there. Only issue was I couldn't do anything with VRBO on my cell. I signed in and found no links to the property information. AND, plenty of advertising to book another trip. Had to go to the local library to fire up my computer so that we could communicate with the host, Tyler. He was awesome and responded to all my communication promptly. We will be back."
Whimsical Room & Private Bathroom in Historic Inn
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Exterior
Brand New Luxury “Tiny” House, Immersed In Nature
10.0 out of 10, Exceptional, (1)
"This is by far the most beautiful home I’ve ever stayed! So clean and amazing views of nature. We can’t wait to come back."
The price is $275
$434 total
includes taxes & fees
22 Jun - 23 Jun
Brand New Luxury “Tiny” House, Immersed In Nature
Exterior
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
10.0 out of 10, Exceptional, (38)
"The house was very clean and cozy. Nice and peaceful get away in a remote cabin with my wife and both of the dogs! They provided dog toys and a bed for our pups with additional treats, they were very happy about this! If you are looking for a quiet get away to slow down and reconnect with your family this is the place to be!"
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Property grounds
NEW! Secluded Log Cabin in the Mountains -- Minutes from Okemo
10.0 out of 10, Exceptional, (12)
"Beautiful, well kept house with easy commute to major mountains "
NEW! Secluded Log Cabin in the Mountains -- Minutes from Okemo
Smart TV, DVD player, books
Sunny, convenient 4-Bed Family Base w/Balcony: Fast WiFi, WFH, 15 min to ski!
10.0 out of 10, Exceptional, (6)
"My family has loved staying here two years in a row for a ski weekend. Perfect distance to Mt Snow and Stratton. Great living room/kitchen setup to hang after a full day of skiing"
Sunny, convenient 4-Bed Family Base w/Balcony: Fast WiFi, WFH, 15 min to ski!
Fridge, microwave, oven, stovetop
Potter's Place | House in Jamaica with mountain views
10.0 out of 10, Exceptional, (2)
"The house was warm, clean, peaceful and comfortable for our short stay. We were in VT to ski at Stratton but I would love to come back in other seasons to explore the nearby state parks. I would gladly stay at this property again."
Potter's Place | House in Jamaica with mountain views
Dining
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
9.8 out of 10, Exceptional, (70)
"It was a nice cabin- perfect for getting away for a few days and nice place to stay for access to skiing"
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Fridge, microwave, oven, stovetop
Open, Sunlit Cottage; hiking, fishing, kayaking, skiing. Water access!
9.8 out of 10, Exceptional, (13)
"We loved our stay at the Cozy Cabin! It was wonderful to view the sunrise over the lake from the windows each morning. The lake was easy to access. The owners of the cabin were very helpful and have thought of everything to make things comfortable and enjoyable. It’s a good idea to plan your meals and bring all of your food with you so you never have to leave and can enjoy all of your time at the cabin and on the lake. This was a perfect choice for our family to enjoy a fall weekend in New...
Open, Sunlit Cottage; hiking, fishing, kayaking, skiing. Water access!
Golf
Riverfront, family fun, amazing rec room, close to Magic & Okemo
9.8 out of 10, Exceptional, (7)
"Very comfortable and clean home. My friends and I came into town for a snowboarding trip, and the home was the perfect fit for us."
Riverfront, family fun, amazing rec room, close to Magic & Okemo
Lobby lounge
The Lodge at West River
2.5 star property
9.6 out of 10, Exceptional, (165)
"We stayed to see the eclipse the next day in Peacham VT. We wanted to be away from the crowds. We had cinnamon raisin toast and oatmeal for a quick breakfast. The room was clean and and fresh smelling as a non-smoking room. The bathroom was clean , the beds were comfortable, the hotel was quite and peaceful at night. TV was great with our Netflix account. The front desk staff was very courteous and polite and helpful with info about nearby events and services. All said it was a great stay."
The Lodge at West River
Exterior
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (86)
"We will be back! Very nice place to stay!"
The Burrell House
Porch
Harvest Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (170)
"Excellent B&B! Very cozy and friendly, gourmet breakfasts. And the town is very cool and artsy, good coffee shops. "
Harvest Barn Inn
Exterior
Family Friendly Hilltop House In Putney Vermont
9.6 out of 10, Exceptional, (50)
"The house was excellent and the view of the pond was amazing! But what we appreciated the most was Michele's help and communication about the snowstorm that was set to hit the area. She had excellent info and advice and was able to move our stay up a day so we could stay ahead of the storm. We had a great trip to Vermont and very much appreciate her help!"
Family Friendly Hilltop House In Putney Vermont
Interior
King & Queen Suite in Historic Inn Circa 1780
9.6 out of 10, Exceptional, (13)
"SUCH a lovely, cozy stay in this beautiful VT town. Could not recommend more highly!"
King & Queen Suite in Historic Inn Circa 1780
Reception
Grafton Inn
3.5 star property
9.6 out of 10, Exceptional, (80)
"Wonderful in every way."
Grafton Inn
Front of property
Stone Hearth Inn and Eatery
2.0 star property
9.2 out of 10, Wonderful, (49)
"Such a great little Inn here in Vermont. "
Stone Hearth Inn and Eatery
Outdoor pool
Windham Hill Inn
4.0 star property
9.2 out of 10, Wonderful, (47)
"This Inn was absolutely gorgeous. The room was so nice and cozy, I didn’t want to leave for dinner. I can’t wait to see it in the spring time."
Windham Hill Inn
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
9.0 out of 10, Wonderful, (627)
"Downtown Keene "
Fairfield Inn & Suites by Marriott Keene Downtown
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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.

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Chester Travel Info

Number of reviews
4,070
Accommodation
2,923 hotels
Highest price
CNY2,180
Lowest price
CNY524
Why to go
DaVallia Art & Accents
Hotels with dining
12
Hotels with skiing
15

Frequently asked questions

Where can I learn more about changing or cancelling my trip to Chester?

For additional details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

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.

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