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The Shires of Vermont Annual Events


2018/2019 Events in the Shires


March 24, 2018

Wings and Winter Home Brew, Bennington – Top Ten Winter event. Sample and vote on local beers, ciders, and mead and wings.

March 24- 25

Vermont Maple Open House Weekend – Visit the Sugar Houses in The Shires for this sweet Vermont treat.

May 26, 2018

Mayfest, Bennington – A craft fair in its 33rd year that features over 150 crafters and food vendors

Late May – June

Celebration of Peonies at Hildene, The Lincoln Family Home, Manchester – Thousands of fragrant flamboyant peony blooms, heirloom and new in the Lincoln family’s formal garden.

June 21-24

Wanderlust, Stratton Mt. – Unplug from the Ordinary – yoga, mindfulness, classes, concerts, hikes, great food

July 3-August 12

Vermont Summer Festival Horse Show, Manchester – Celebrating its 23rd year as Vermont’s premier hunter/jumper event.

August 3, 4, and 5, 2018

Bennington Arts Weekend – The crowning jewel of this annual event is the Southern Vermont Art and Craft Festival.

August, 2nd weekend

Manchester Annual Sidewalk Sales –  Enjoy the biggest discounts of the season at World-class designer outlets and unique, independent retailers.

Sept 1 & 2, 2018

Garlic Fest, Bennington – Join garlic lovers from throughout New England to sample food and crafts from hundreds of different vendors all made from garlic and herbs.

September 28-30

Manchester Fall Arts Festival – Over 100 talented artists and artisans from throughout New England displaying their works under large heated tents.

November 23, 2018-January 1, 2019

Celebrate the Season in the Shires – A six week-long event…tree lightings, music events, inn tours, wine and beer tastings, horse and wagon rides, bookstore events and museum happenings.

December 1, 2018

Christmas in Weston – Town wide holiday including horse drawn sleigh rides, caroling, concerts, holiday shopping and a tree lighting ceremony.


For more details about these events visit or call The Shires of Vermont 802-362-6313