A Woodstock landmark for over 30 years, Bentleys serves Lunch, Dinner & Sunday Brunch in a warm, eclectic atmosphere filled with Victorian sofas, oriental rugs & antique lamps. Our extensive menus offer something for every appetite. Bentleys also features dancing every Saturday night, occasional live entertainment and our very own custom brewed ale.

Browse these web pages and you’ll get an idea of the superior dining experience you can expect at Bentleys, but if you really want to get to know us, read on…

Well, it all started in 1765... That was the year in which Timothy Knox built Woodstock’s first dwelling, a small cabin a few miles south of what is now the village green. The French & Indian wars had ended and with the peace came a new wave of settlement. Knox was reported to have been broken-hearted from a failed romance when he struck out for the hinterlands. Perhaps he found solace in the solitude, but he wasn’t alone for long…

Two hundred & nine years later…Bill Deckelbaum & David Creech opened The Mountain Trading Company on Elm Street in Woodstock. They started out selling plants, pottery, crafts, anything they could “trade.” Bill, an ice cream devotee, discovered a tasty new product called “Haagen-Dazs.” Knowing in his entrepreneurial heart that this was something Woodstock could not do without, he began importing the ice cream (packed in dry ice) to Vermont from New York City in the back of his station wagon. Having expanded the shop to include an old fashioned soda fountain, Bill & David found many of their customers asking, “Where do you get something to eat around here?” They decided it might be fun to open a restaurant…

Since 1976, Bentleys Restaurant has been serving the people of Woodstock, New England & beyond. After all these years it seems we’re still doing something right, not so much because the critics say so, but because you are here. Well, virtually anyway…When you do pay us a visit, sit back and relax, and perhaps raise a glass to Mr. Timothy Knox, the first visitor to Woodstock who decided to call it home.

Thanks to:
Times Gone By: Woodstock
Views of an Early Vermont Village by Will & Jane Curtis and Frank Lieberman.

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