Luxury Hotels in Chester, Vermont

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Check availability on Chester Luxury Hotels

Top Chester Luxury Hotels

Fullerton Inn

2.0 star property
8.4 out of 10, Very Good, (77)
"We love this place! Fireplace, relay read a magazine, have dinner, toddle up to bed. Breakfast, get coffee, sit on couch and wonder what you are going to do today. The hotel is old and rooms are basic, but hot water, comfortable bed, and friendly owners and staff. Really, isn't that worth more than staying in a cookie cutter motel?"
Fullerton 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.

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.
What's the best luxury place to stay in Chester?
Inn Victoria is a 4-star B&B with a winery and a deli, and it's a popular choice for Expedia travelers looking for a pampering stay.
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 Vermont Country Store, Plummer's Sugar House, and Lowell Lake State Park. 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.