Places To Stay in Chester, Vermont
![]() |
![]() |
Chester is a town in Windsor County, Vermont, United States. 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.
Select a filter from the side menu to show only the selected types of accommodations in Chester, or to find nearest alternatives. Looking for somewhere to eat? Find Chester Dining / Restaurants ( launches new window )
Page 1 of 2 ( 17 records )
Not the town you are looking for? Try our Town Search, or use the Advanced Google Search above. Get current rates for Chester lodging from IHSAdvantage and WhereToStayUSA. Discount rates available on some properties.
The Park Light Inn

Situated approximately 1km from Chester center
Conveniently nestled amid Vermont Green Mountains, you will find this exceptional New England bed and breakfast featuring the highest quality service .....
Rose Arbour Bed & Breakfast

Situated approximately 1km from Chester center
Youll find Rose Arbour just off the green in Chester, VT in a classic 1890 New England Victorian house.We have taken pains to furnish and decorate .....
Henry Farm Inn
Situated approximately 1km from Chester center
Nestled between a sloping meadow and sparkling river, with fifty-six acres of forested foothills and a spring-fed swimming pond, the Henry Farm Inn .....
The Inn At Cranberry Farms
Situated approximately 1km from Chester center
The Inn is situated on 60 acres of rolling meadows and forested farmland that includes a serene pond, spectacular views of the Green Mountains and it .....
Quail Hollow Inn
Situated approximately 1km from Chester center
The Quail Hollow Inn in the lovely town of Chester, Vermont is a four-season bed & breakfast in one of the most scenic parts of Vermont. No matter .....
Williams River House
Situated approximately 3km from Chester center
The Williams River House Bed & Breakfast in Chester, VT has established itself as one of the most beautiful and charming country inns in the state of .....
The Fullerton Inn

Situated approximately 1km from Chester center
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 .....
Old Town Farm Inn

Situated approximately 5km from Chester center
Escape! To the outskirts of Chester, Vermont. To Vermont's Okemo Valley. We're only a few hours from the eastern seaboard, yet a world apart from big .....
Inn Victoria
Situated approximately 1km from Chester center
Welcome to the Inn Victoria, our Romantic Vermont Bed and Breakfast Inn conveniently located on The Green in picturesque Chester Vermont near Okemo .....
Stone Cottage Collectables Bed And Breakfast

Situated approximately 8km from Chester center
Enjoy a nostalgic trip back in time at Stone Cottage Collectables Bed & Breakfast. Our 1840 stone house is located in Chester's "Stone Village" .....
Hugging Bear Inn And Shoppe
Situated approximately 1km from Chester center
The Hugging Bear Inn and Shoppe is an enchanting bed and breakfast inn in the old Vermont Tradition. This 150-year-old residence hosts six guests .....
Other local Chester information
- Longitude: -72°35'40.416
- Latitude: 43°15'46.44


