The southwestern corner of Vermont, known as The Shires of Vermont, is defined by the Taconic Mountains on the west and the Green Mountains on the east. This region has the distinction of having two shire towns, or county seats, in Bennington and Manchester.
The Manchester-Bennington region offers a sampling of everything that makes Vermont special - picturesque small towns with village greens, whitewashed steeples, quaint bed & breakfasts, cows at pasture alongside wonderful old hay barns, a multitude of farms providing fresh produce to local restaurants, and picturesque covered bridges. Visit Manchester and choose from historic inns to modern boutique hotels to family-friendly motels. Explore history at Hildene (the Lincoln Family home), shop Manchester Designer Outlets or unique Vermont shops, or enjoy hiking or biking on nearby trails, fishing the Battenkill, or skiing at nearby Stratton or Bromley. For the golfer, choose from a number of different courses offering variety in terrain and challenge.
Or head to Bennington, the other shire town in the region, and take in the panoramic view from the top of the Bennington Battle Monument, the tallest man-made structure in Vermont. Visit the Bennington Museum to see Grandma Moses' fascinating artwork. Home to both Bennington College and Southern Vermont College, Bennington exudes small-town charm with its quaint shops, restaurants, and lodging choices.
Travel through the Shires on the three specially designated scenic byways in the region. You can head north along the Shires of Vermont Byway which begins at Vermont’s southern border and follows Route 7 and 7A to Manchester. Head out of Manchester along Route 30, the Stone Valley Byway, to explore multiple state parks perfect for hiking, mountain biking, and other outdoor pursuits. Or travel the Molly Start Byway between Brattleboro and Bennington along Vermont Route 9 near the southern border of the state. The Shires of Vermont are easily accessible from New York and New England, making the area a popular, year-round tourist destination. The Shires of Vermont. "So Vermont. So near."
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Vermont Events in December
TOUR: WINTER MERRIMENT IN THE SHIRES
11/25/19 - 2/23/20
If you are not well-acquainted with the Manchester/Dorset area, this tour is for you! Designed for those having only a couple of days to spend and who want to see the best-kept secrets. Along the way, you will learn interesting stories and history. Many stops. Opportunity to sample and purchase local products. Advance Reservations necessary. Email bckrddisc@aol.com or call 802-362-4997.
A Weston Winter Cabaret
12/13/19 - 12/14/19
Join Tim Fort as masetro and former Young Company members for an evening of seasonal songs and merriment.
2019 Elf Express in Manchester
12/21/19 - 12/22/19
Enjoy a one hour ride on a holiday decorated train. Enjoy the singing and dancing of students from Burr and Burton, enjoy holiday snacks and beverages. Santa and Mrs. Claus will visit each train with a gift for each child. Tix available online or may be purchased at Manchester Community Library.
VSO Brass Quintet/ Counterpoint - Manchester
12/22/19 - 12/22/19
The VSO Brass Quintet joins forces with Counterpoint, this year guest-conducted by Kevin Quigley, to ring in the holidays in style. Selections range from a brass arrangement of a Bach chorale and majestic Poulenc motets to popular tunes like “Sleigh Ride,” “Let It Snow,” and “All I Want for Christmas Is You.” The program also includes a carol singalong, a brand-new student composition, and traditional favorites by Robert De Cormier. Mark your calendars so you don’t miss out on this seasonal treat—a perfect blend of brass, voices, and good cheer.
For venue accessibility information, please call First Congregational Church of Manchester at (802) 362-2709.
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