Location & Directions

Chester Innkeepers Association – Location & Directions

Chester Vermont Travel Directions

The town and village of Chester is conveniently located in the Okemo Valley Region of southern Vermont.  Within a 45 minute radius, visitors to Chester can enjoy 6 ski resorts including Okemo, Bromley, Magic, Killington, Stratton and Ascutney Mountains.  Manchester, Woodstock, Brattleboro and Rutland are all an easy drive from Chester.  In addition to the lovely Chester Village Green, the nearby villages of Grafton, Weston and Saxtons River all offer a unique combination of dining, shopping, summer theater and essential Vermont attractions.

From West: (via Albany N.Y.) (from Albany Airport follow directions from I-87 North) N.Y. thruway I-90 East to exit 24 to I-87 North to N.Y. Rt. 7 East (becomes Vt. Rt. 9) to Bennington. Vt. Rt. 7 North to Exit 4, then Rt. 11 East to Chester. 
From South: (via Albany N.Y.) N.Y. thruway I-87 North to exit 23 to 787 North to N.Y. Rt. 7 East (becomes Vt. Rt. 9) to Bennington. Vt. Rt. 7 North to exit 4, then Rt. 11 East to Chester. 
From South (via I-91) (from Hartford Ct. Airport follow directions from I-91 North) From N.Y. City: I-95 North to I-91 North to Vt. exit 6, turn left to Rt. 103 North to Chester (10 miles) (from Boston) Rt. 2 West or Mass Pike West to I-91 North to Vt. Exit 6 to Rt.103 North to Chester. 
From North (Canada) I-91 south or I-89 South to I-91 south to Exit 7, Right on Route 11 West, through the town of Springfield to Chester Vermont.

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If you need further assistance, may we suggest www.mapquest.com. This website provides detailed directions and maps based on the starting and ending points of your trip