Southwestern Vermont

Bennington & Rutland Counties



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The Gateway to the Green Mountains.

Vermont’s southwestern region beckons Vermonters and newcomers alike with its bounty and the beauty of its landscape.

In the southwestern corner of Vermont you can find rural living, quiet suburbs, and city life. Rutland is the region’s largest city, followed by the towns of Bennington and Manchester. The region is fertile ground for businesses of a range of sizes and scales, from manufacturers like GE Aviation, Kaman Aerosystems, Vermont Manufacturing, and Carris Reels to headquarters for consumer brand giants like Vermont Country Store, Hubbardton Forge, and Orvis. Family owned businesses like Northshire Bookstore and Casella Waste Management thrive in southwestern Vermont. Statewide and regional utilities like Green Mountain Power and VELCO also make their home here.

Higher education, healthcare, and innovation have a strong footprint in the area. Fulfilling and exciting employment is available at Southwestern Vermont Medical Center and Rutland Regional Medical Center, two of the region’s largest employers. Bennington College and Castleton University, with about 3,000 students combined, as well as Community College of Vermont in both Rutland and Bennington, provide a strong pipeline of educated workers for area employers. Entrepreneurs and inventors will find equipment, colleagues, and mentors at The Mint.

From Brandon to DanbyWinhall to Dorsetsouthwestern Vermont offers close access to outdoor recreation and a chance to experience just how expansive life on a smaller scale can feel. The Manchester region is known for its ample recreation opportunities, luxury lodging and dining, and wealth of art and cultural experiences. 

Families can explore some of Vermont’s oldest roots at the Bennington Battle Monument, the American Museum of Fly Fishing, Hildene, the Lincoln Family Home and Bennington Museum. Rutland is home to enriching public art, including a mural walk and a series of large outdoor sculptures.  

Southwestern Vermont is rich with natural beauty. Rutlandthe second largest county in Vermont, is home to about 15 square miles of open water, including Lake Bomoseen and Otter Creek, its primary river. Two national protected areas lie partly in southwestern Vermont – White Rocks National Recreation Area and Green Mountain National ForestEmerald Lake offers public lands and swimming opportunities, and the Battenkill River winds through the region, offering access to fishing, tubing, wading or just a gorgeous spot to spend time.  

The region is also home to some of Vermont’s most prominent mountains, including Bromley Mountain, Killington Mountain, and Pico Peak. Those looking for the world-class outdoor recreation for which Vermont is known will find Bromley Mountain Resort and Killington Pico Ski Area for skiing and riding, and great hiking can be found on Equinox Mountain and Dorset Mountain. Merck Forest provides open access to the beauty of Vermont’s woods, and mountain bikers will find fellow enthusiasts through the Woodstock Area Mountain Bike Association and Bennington Area Trail System. 

Bennington Vermont

Thinking about relocating to Southwestern Vermont?

Connect with a Think Vermont Relocation Representative who can answer your questions and help you find the information you need to make your move:

Historic Downtowns


Chittenden, Franklin, Grand Isle, and Lamoille Counties


Caledonia, Essex, and Orleans Counties


Addison, Washington, and Orange Counties


Bennington and Rutland Counties


Windham and Windsor Counties

Southwestern Vermont by the Numbers

Bennington County
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Rutland County
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Discover Southwestern Vermont 


Getting Around

Spend more time moving and less time sitting at traffic lights — some towns don’t even have any.

Bordering both New York and Massachusetts, southwestern Vermont is easily accessible by car. Public transportation, including Vermont Translines, the Green Mountain Express and Southeast Vermont Transit, make getting around easy and offer routes to the rest of the state. The Vermont Shires Connector offers routes between Manchester, Bennington, and Albany International Airport. Local air travel is available also at Rutland Regional Airport and William H. Morse Airport in Bennington. Rutland County is served by two Amtrak stations, one in Rutland and one in Castleton. Tri-Valley Transit also serves Rutland County. You can also take the Shires Connector from Bennington into New York to connect with Amtrak’s Vermonter and Ethan Allen Express. Marble Valley Regional Transit operates “The Bus,” which serves Rutland County. The region’s proximity to major metropolitan areas like Boston and New York make for easy access – and escape from the city just a few hours away.  

Real Estate by Region

Lists compiled from data published by Vermont Business Magazine.