Find Luxury Hotels in Chester, VT

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Chester Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

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.
How many luxury hotels should I expect to find in Chester?
Lie in the lap of luxury during your getaway to Chester in one of Expedia’s 6 luxury hotels.
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 Okemo Mountain Resort, Stratton Mountain Resort, 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.