Places to stay in Chester, Vermont

We currently have 28 accommodations in and around Chester with other regional listings available for Motels, RV parks, Hotels, Inns and other properties. You can filter listings by the available types:

Chester is a town in Windsor County, Vermont. The town was originally chartered by New Hampshire Governor Benning Wentworth as Flamstead in 1754. The terms of the charter were not met and the town was re-chartered as New Flamstead in 1761. In 1766 a third and final charter was granted and the town became Chester, named after George Augustus Frederick, the Earl of Chester and the eldest son of King George III. Places to eat in the region include Vermont Cannoli, The Free Range, Country Girl Diner, and Curtis Bar-b-que.

Wondering where to stay? Lodging options in the town are mainly limited to Bed and Breakfast type accommodations, though there are a few nearby hotels. If you are travelling in the area, Chester is located close to Bog Brook, Ekwanok Country Club, Mountain Green Ski N Golf Rst, Newport Town Hall and Lulls Brook.

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Selected and best reviewed properties in Chester

The Motel In The Meadow

Photograph of Motel In The Meadow, Chester
10 OUT OF 10 I have stayed at Motel in the Meadow several times and it is a very nice place to stay. The owner,Pat Budnick is the friendliest person and offers a free Continental Breakfast. The rooms are Exceptionally clean and some have kitchens. Dogs are welcome and it is one of the very few which Do allow .....

The Fullerton Inn

Photograph of The Fullerton Inn, Chester
This Southern Vermont Inn combines elegance and luxury with the comforts of home. When you stay with us, you will get the best of both words: the feeling of being treated like honored guests in our home, with all of the privacy and luxury that a vacation calls for. Our Southern Vermont B&B is .....

The Chester House Inn

Photograph of Chester House Inn, Chester
Historic, romantic, cozy B&B in Chester VT for getaway, golf, skiing vacation, lodging, accommodations, accomodation. We offer you the ambiance of yesteryear combined with 21st century conveniences and luxuries such as in-room TVs, WiFi Internet wireless access, Jacuzzi and whirlpool tubs, .....

Other local Chester information.

Nearby towns

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