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 Toles Cemetery, East Hill, Cavendish Gorge, Greater Keene Chamber of Commerce and Spruce Swamp (historical).

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Selected and best reviewed properties in Chester

Photograph of Motel In The Meadow, Chester

The Motel In The Meadow

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 .....
Photograph of Stone Cottage Collectables Bed And Breakfast, Chester

The Stone Cottage Collectables Bed And Breakfast

Enjoy a nostalgic trip back in time at Stone Cottage Collectables Bed & Breakfast. Our 1840 stone house is located in Chester's "Stone Village" Historic District, a grouping of eight private homes, Stone Church and Stone Schoolhouse, all built between 1834 and 1845. Formerly "North Chester," Stone .....

Photograph of Chester House Inn, Chester

The Chester House Inn

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, .....

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Nearby towns

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