Welcome to
Nominated as one of the prettiest “Painted Places” in America, Chester, Vermont’s exquisite village green welcomes you to explore the town’s many superb restaurants and taverns, shops and eclectic galleries. Chester’s rich history and profound sense of purpose have preserved its timeless quality and peaceful character. Chester, Vermont has fostered towering maples, championed contemporary arts, and flourished with family farms. Home to The Stone Hearth Inn & Tavern named one of only ten “Green Restaurants in the Green Mountain State” by the Vermont Business Environmental Partnership, Chester abounds with delightful inns and award-winning B&Bs like the Inn Victoria, lively arts and culture, stunning scenery and peerless tranquility for anyone looking to ‘get away from it all,’ even if just for a little while.  Visit our Meet Chester page here.
Additional Links:

quick tours

upcoming events

Cocktails on the Rails

Try something NEW and join us for Cocktails on the Rails this Fall out of Chester. On this 2 1/2 hour round trip, you will enjoy specialty cocktails, local beers,…

area directory

Bliss Farm

The Bliss Farm is a family-owned and operated farm located in the center of scenic Chester, Vermont. For over 75 years, the Bliss family has enjoyed farming in this beautiful…

Lisai’s Chester Market

Lisai's Chester Market is a full service grocery store featuring custom cut meats, fresh vegetables, large, interesting wine department and many local products.What is so special about the Lisai markets?…

Chester Rotary Club

Rotary is 1.2 million passionate individuals in 35,000+ clubs worldwide. We are both an international organization and a local community leader. Together we lead change in our own backyards and…

Smokeshire Design, LLC

Inspired design to share and experience in a renovated historic general store in Gassetts, Vermont showcasing millwork designs by Hugh Pennell.  A beautiful collection by Simon Pearce glass, Andrew Pearce…

The Message for the Week

A Southern Vermont weekly newspaper covering Chester, Londonderry, Ludlow, Rockingham, Springfield and Weston areas, focused on positive community news, people and events. For classified ads, please call (802) 875-4790.

Inn Victoria

Our inn is 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…

Send this to friend