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Places to stay in Chester, Vermont

Photos: Waitsfield Inn - Waitsfield, Snow Goose Inn - West Dover
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Looking to reserve a room in Chester, or in the surrounding area? Click here to reserve hotels online with Stay Vermont

Rose Arbour Bed & Breakfast

Hotels: 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 the rooms such that they ease you into a slower pace whether through a relaxing evening in Rose Arbours beautiful and spacious second floor sitting room .....

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55 School Street, Chester, 05143
(+001) 802-875-4767

Henry Farm Inn

Inns / B&Bs: 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 is a haven of tranquility in a natural setting. The Henry Farm Inn has so much to offer travelers seeking a genuine Vermont bed and breakfast .....

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2206 Green Mountain Turnpike, Chester, 05143
(+001) 802-875-2674

Fullerton Inn

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Inns / B&Bs: 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 worlds: 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 .....

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40 The Common, Chester, 05143
(+001) 802-875-2444

Stone Cottage Collectables Bed And Breakfast

Image of Stone Cottage Collectables Bed And Breakfast

Inns / B&Bs: 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 .....

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196 North Street, Route 103, Chester, 05143
(+001) 802-875-6211

Inn Victoria

Inns / B&Bs: Welcome to the Inn Victoria, our Romantic Vermont Bed and Breakfast Inn conveniently located on The Green in picturesque Chester Vermont near Okemo Mountain.  Built in 1851, this elegant Victorian B&B provides the perfect location for couples to enjoy an intimate, relaxing getaway. Come home; to .....

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321 Main Street, Chester, 05143
(+001) 802-875-4288

Williams River House

Inns / B&Bs: 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 Vermont. Built in 1780, this historic guesthouse is set on 46 secluded and private acres conveniently located in southern/central Vermont. This .....

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397 Peck Road, Chester, 05143
(+001) 802-875-1790

Old Town Farm Inn

Image of Old Town Farm Inn

Inns / B&Bs: 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 city living. The Old Town Farm is a classic 1861 Vermont B & B right in the heart of the Okemo Valley region. We're just off the tourist routes, very .....

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665 VT Route 10, Chester, 05143
(+001) 802-875-2346

Quail Hollow Inn

Inns / B&Bs: 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 what time of year you come to visit, there is always something to do. In the fall, Southern Vermont is famous for the best color in the Green Mountains. .....

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225 Pleasant Street, Chester, 05143
(+001) 802-875-2794

The Park Light Inn

Image of The Park Light Inn

Inns / B&Bs: Conveniently nestled amid Vermont Green Mountains, you will find this exceptional New England bed and breakfast featuring the highest quality service and elegant accommodations in lovely Chester, Vermont. A lavish and Historic Inn with it's stately front porch, spacious grounds and floral .....

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232 Depot Street, Chester, 05143
(+001) 802-875-4417

The Inn At Cranberry Farms

Hotels: 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 is just a short walk from the Inn to the Williams River. Whether you are on a romantic getaway, a Vermont vacation, attending a business gathering or .....

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61 Williams River Road, Chester, 05143
(+001) 802-463-1339

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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.

Towns are shown withing 20km radius of Chester, Vermont. Distances are not representive of traveling amounts. Towns marked * indicated accommodations listed.