Events from May 15 – June 7 › Windham County › – Happy Vermont

Vermont Events

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Brattleboro History Walking Tour

Plaza Park 1 Main Street, Brattleboro, VT, United States

Learn local history at the Brattleboro History Walking Tour. The tours, led by knowledgeable local Rotarian guides, include about 10 stops explaining Brattleboro's history and culture. Tours are limited to 12 participants, and registration is required. Payment is on a sliding scale of $20-$40 per...

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Spring Holiday Pop-Up Shop in Whitingham

Whitingham Pop-Up Shop 6677 Route 100, Whitingham, VT, United States

Shop for vintage, repurposed and handmade items at a Spring Holiday Pop-Up Shop in Whitingham.  The event will feature home decor, candles, honey, clothing, furniture, collectibles, bags and more.

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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, Brattleboro Flea and interactive art stations 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...

Eloise & Co. Perform in Vernon

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

Eloise & Co. features the combined creative force of three of the country’s most sought-after traditional musicians: Becky Tracy, Rachel Bell, and Bethany Waickman. These three dig into powerhouse reels with electrifying grit and unapologetic drive, while savoring the spacious beauty of jigs and waltzes,...

Grace Cottage’s Family-Friendly 5K in Townshend

Townshend Common Route 30, Townshend, VT, United States

The 15th 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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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 second Wednesday of the month between May and September. Celebrate the harvest, good simple food, and community in a stunning setting – picnic style. Delicious crepes, local music and spectacular views.

Brattleboro Brewers Festival

World Learning 1 Kipling Way, Brattleboro, VT, United States

The Brattleboro Brewers Festival celebrates "Cheers to 15 Years" 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

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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...

Independence Day Celebration and Fireworks in Wilmington

Baker Field 1 School Street, Wilmington, VT, United States

Celebrate Independence Day in Wilmington on July 5 and enjoy a spectacular fireworks display with family and friends. There will be food vendors, cotton candy, music and bouncy house fun. Rain date is July 6.

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Guilford Fair

Guilford Fair 163 Fairground Road, Guilford, VT, United States

The annual Guilford Fair features a classic car show, an ox pull, farmer Olympics, exhibits, a chicken barbecue, games, circus arts, live music and more.  The annual fair started in 1942 and has been a local favorite ever since.