Chester Vermont Innkeepers Association

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Chester, Vermont

Beautiful in every season….

Welcome to the Chester Innkeeper’s Association. We are bed and breakfast properties, motels and inns.  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 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 (and link to its web site):


You're going to love Chester

a quaint, friendly town in
Southern Vermont!

The Chester Village Green, Enjoy a Stroll, Shops, Restaurants, Quaint Southern Vermont

With dozens of village shops, dining options from casual cuisine to fine dining, and several ski resorts within minutes from town, Chester is the Vermont Village you have been looking for!  We look forward to your visit!


Our winter season is just around the corner!  Renew your spirit with a trip to our lovely village, an easy drive from most of New England!  Enjoy a variety of activities, from outdoor pleasures, to a cozy B&B escape.  The Weston Playhouse offers wonderful summer performances, and is just minutes from the town of Chester.  Several mountain ski resorts including Okemo, Bromley and Stratton are a short drive from Chester.


While here, visit our quaint shops, explore the neighboring towns of Manchester or Woodstock - or kick back and relax at the Inn of your choosing! In warmer months, enjoy a peaceful stroll around a secluded lake, hike or bike the mountains, or take in a wonderful show at a Vermont Playhouse


Many special events planned for the season ... more details here.

Chester Innkeepers Association
Chester VT 05143

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