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Beautiful in every season

Welcome to the Chester Innkeeper’s Association. We are bed and breakfast properties, motels and inns.

125 comfortable rooms

We have over 125 comfortable rooms in our lodging properties. Each property has its own unique style and personality. There is something for everyone.

Click on each property

Click on each property to explore the lodging property’s website. Book directly with the Inn of your choice by clicking on any property image or name below.

Click on an inn's name to find out about it

Williams River House

397 Peck Road, Chester VT 05143 In a picturesque valley along the Williams River set on forty five acres of rolling fields with mountain views the Williams River House offers a location of exception beauty & privacy. Our historic 1780 brick Colonial farm house offers beautifully appointed rooms w/ private baths. Inn amenities include hot

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Rose Arbour B&B

Tea Room & Gift Shop, 55 School Street, Chester VT 05143 Our Beautiful home is open to you! Come settle into our beautiful five room suite, relax, and refresh yourself. Enjoy loving hospitality and the company of friends. Immerse yourself in the pleasures of tea-time and our charming gift shop. Comfortable beds. Full country breakfast.

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Quail Hollow Inn

225 Pleasant Street, Chester VT 05143 The Quail Hollow Inn offers a relaxing atmosphere with many amenities of home. We have a wonderful great room where you can find solitude, watch television, play a game of chess or gather together with friends. At the end of your day retire to one of our six guestrooms

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Old Town Farm Inn

655 Vermont Route 10, Chester VT 05143 YANKEE MAGAZINE Travel Guide to New England 2006 Editor’s Choice!  Five miles closer to Okemo than any other Chester inn. Come up to the farm and make yourself at home. Savor Michiko’s celebrated authentic Japanese creations. Special rates for groups renting the entire inn. Best country inn ski

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Inn Victoria

321 Main Street, PO Box 788, Chester VT 05143 An elegant Victorian Inn located on the village green. With seven romantic guest rooms all with Queen or King bed and furnished with beautiful antiques. Each room has its own charm: some have feather beds, cable TV, DVD and CD players, private deck and working fireplaces.

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Hugging Bear Inn

244 Main St, Chester VT 05143 Lovely Victorian Inn circa 1850, is a part of a national historic district in Chester. 6 guest rooms with private baths combine 19th century charm with comfortable touches and there is a teddy bear in every bed. There are hundreds of bears in the Inn & thousands in the

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Motel in the Meadow

936 Route 11 West, Chester VT 05143 Motel in the Meadow is a small, well-kept and charming motel located in Chester, Vermont. We offer our guests a quiet and comfortable stay with a variety of accommodations available including kitchenettes and family rooms. Our local village has everything a traveler could need. Email: [email protected] Website: http://www.motelinthemeadow.com

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Henry Farm Inn

2206 Green Mountain Turnpike, Chester VT 05143 Fields, woods, a pond and river surround this late 1700’s farmhouse. Once a tavern and stage coach stop, now a quintessential New England Bed and Breakfast with wide pine floors and a working fireplace in a comfortable antique paneled parlor. Swim, fish, hike, x-country ski or bike in

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Fullerton Inn

40 Common, PO Box 188, Chester VT 05143 An elegant yet comfortable, Vermont country inn located on the village green in the quaint and historic town of Chester. Guests of the Fullerton can expect to find 20 modern, updated, clean guest rooms, and a fabulous restaurant offering dining Monday- Saturday 5-9pm and Lunch Wednesday –

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Chester House Inn

266 Main Street Chester VT 05143 The Inn, circa 1780 is located on the village green along with fine restaurants, interesting shops and galleries. The Inn’s seven rooms all have phones, private baths and are air-conditioned in warm weather. Rooms with King, Queen and Double beds, fireplaces, whirlpool and steam baths are available. Email: [email protected]

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