Find Luxury Hotels in Chester, VT

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Check availability on Chester Luxury Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Chester Luxury Hotels

Top Chester Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Great place to stay while skiing at okemo"
Ken 1-night trip
Posted 17 hours ago
Pointe at Castle Hill Resort

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Frequently asked questions

Are you looking for a luxury hotel for your stay in Chester?
Expedia can help you arrange a flight to Springfield, VT (VSF-Hartness State) airport or Rutland, VT (RUT-Rutland Southern Vermont Regional) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are an important consideration when you plan a vacation, so we make it easy to find what you need to make your stay special. If you want a posh hotel that has a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Chester has to offer. During your visit, you might want to enjoy the restaurants and coffee shops which Chester is known for.
When can I expect good weather in Chester?
Planning for the weather is a good way to make your trip to Chester relaxing and enjoyable, especially when you're splurging. 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 there to see and do in Chester?
Enjoy Chester with a stop at Stratton Mountain Resort, Grafton Historical Society, and Vermont Country Store. If you have extra time while you're in the area, you might want to stop by DaVallia Art & Accents and Bonnie's Bundles Dolls.