River Valley Kids Fair
Brattleboro Common
http://www.windhamchildcare.org
Sept 15, 11a-3p: Fun family events: Entertainers, games, bouncy houses, face painting, and more. Sponsored by River Valley Credit Union.
Chester Fall Festival on the Green
Chester, On the green
http://www.chesterfallfestival.org
Sept 15-16, 10a-4p: Chester Village Green comes to life at this annual celebration of Vermont’s gifted artisans, Chester’s unique history, and Vermont’s peerless beauty and timeless, rural traditions. More than 70 artisans, craftspeople, and food purveyors from across Vermont and New England grace the green with stories, skills, and exquisite wares.
New England Street Food Festival
Kampfire Campgrounds, Dummerston
Sept 21, 11a-6p: Fun, beer, community, music, and—best of all—street food!
Vermont Wine & Harvest Festival
West Dover and Wilmington
http://www.thevermontfestival.com
Sept 21, 5-7p; Sept 22, 10a-5p: Discover Vermont vintners, small specialty food producers, chefs, painters, publishers, cheese makers, potters, jewelers, photographers, and farmers.
Peru Fair
Peru Village
Sept 22, 9a-4p: An old-fashioned country fair beloved by visitors and locals alike. Pig roast, live music, craft vendors, cloggers, antiques and art exhibits, clowns and magicians, pony rides, local food and drink, and baked goods.
Fall Art & Craft Festival
Manchester Center
http://www.visitmanchestervt.com
Sept 28-30, 10a-5p: Juried artists and artisans offer their wares while musicians play and chefs craft excellent eats. Totally family friendly.
Fairy House Festival
The Nature Museum, Grafton
Sept 29-30, 10a-4p: Follow a nature path sprinkled with charming fairy houses where the acorn cap dinnerware and shelf fungi tables remind us to walk spritely on the earth. Visitors then return to The Nature Museum to create their own fairy dwellings in the gardens.
Brattleboro Literary Festival
Various locations in Brattleboro
http://www.brattleboroliteraryfestival.org
Oct 11-14: The Brattleboro Literary Festival takes over downtown with more than 70 authors in a series of provocative readings, panel discussions, and special events. A festival for those who read books and those who write. Appearances this year by authors Kate Christensen, George Colt, Anne Fadiman, Stephen Greenblatt, Madeline Kunin, Dennis Nurkse, Joan Silber, and Tom Sleigh, among others.
Gilfeather Turnip Festival
Wardsboro, Main Street
http://www.friendsofwardsborolibrary.org
Oct 27, 10a-3p: America’s best turnip culinary event! Join the town for Gilfeather turnip soup and turnip recipe tastings at the Turnip Café, outdoor soup kiosk, farmers’ market, craft and specialty artisan foods, 1,000+ pounds of turnip, turnip seeds, turnip cookbooks, festival T-shirts, turnip-themed gifts, live music, and other entertainment. Rain, snow, or shine!
Brattleboro Film Festival
Various locations in Brattleboro
http://www.brattleborofilmfestival.org
Nov 2-11: Brattleboro Film Festival presents films from the U.S. and around the world that inform, challenge, entertain, and inspire, emphasizing viewpoints and characters often unseen in mainstream media. Partnering with local organizations, BFF spotlights issues to raise awareness, facilitate dialogue, and increase audience diversity through community participation.