Events from April 26, 2025 – September 24, 2022 › Windham County › – Happy Vermont

Vermont Events

Recurring

Gallery Walk in Brattleboro

Gallery Walk in Brattleboro Elliott Street, Brattleboro, VT, United States

Visit Downtown Brattleboro to explore and enjoy galleries, live music, food trucks and more at the community's monthly Gallery Walk. Between May and October, Elliot Street and Harmony Lot will be closed to traffic so visitors and locals can all enjoy a block party focused on...

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Scott Farm Crepe Night in Dummerston

Scott Farm Orchard 707 Kipling Road, Dummerston, VT, United States

Scott Farm in Dummerston hosts Crepe Night on the first and third Wednesday of the month between May and September. Celebrate the harvest, good simple food, and community in a stunning setting – picnic style. Enjoy delicious crepes, local music and spectacular views.

Grace Cottage’s Family-Friendly 5K in Townshend

Townshend Common Route 30, Townshend, VT, United States

The 16th Annual Grace Cottage Family Health & Hospital’s Spring into Health 5K starts on the Townshend Common. You can run, walk, roll, stroll, or push your stroller at this fun, family-friendly event. Registration is $20 per participant (children under the age of 18 are free with...

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Vernon Food Truck Fridays

Governor Hunt House Community Center 322 Governor Hunt Road, Vernon, VT, United States

Enjoy Vernon Food Truck Fridays on the third Friday of the month from May to October. The event includes bingo at 6 p.m.

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Naulakha Estate and Rhododendron Tour in Dummerston

Naulakha Estate 481 Kipling Road, Dummerston, VT, United States

Tour Naulakha, the house and grounds once home to Rudyard Kipling. The estate is ordinarily open only to overnight guests.  Start your visit with a tour of Naulakha, where Kipling wrote The Jungle Books and Captains Courageous (you can even sit at the desk!). Explore the estate, including...

Brattleboro Brewers Festival

Guilford Fairgrounds 163 Fairground Road, Guildford, United States

The Brattleboro Brewers Festival returns! The festival is a tri-state event and raises thousands of dollars for local charities. Sample 100 brews and ciders, enjoy tasty food and live music. Tickets $39.50

Wardsboro Annual 4th of July Parade (76 Years!)

Wardsboro Town Hall Main Street, Wardsboro, VT, United States

Celebrate Independence Day at the 76th Annual Wardsboro 4th of July Street Festival! This year, the festival is proud to host: - A celebratory parade with floats, vintage cars, fire trucks and more - Shopping at booths of local vendors - Delicious homemade strawberry shortcake...

Free

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Vermont Wine & Harvest Festival in Wilmington and Mount Snow

Mount Snow Resort 39 Mount Snow Road, West Dover, VT, United States

The 16th Annual Vermont Wine & Harvest Festival on Saturday at Mount Snow features local vintners, small specialty food producers and more. Wine Stroll and Soup Contest on Friday Friday, September 19, 4 p.m. to 7 p.m. - Historic Downtown Wilmington With over 15 soups to...

Heirloom Apple Day in Dummerston

Scott Farm Orchard 707 Kipling Road, Dummerston, VT, United States

The Annual Heirloom Apple Day is a celebration of apples of all shapes, colors, tastes and histories. Every year, the Scott Farm welcomes visitors of all ages for this one-day celebration of apples of all shapes, colors, tastes and their histories. Free admission.