Area Events
Ongoing Events & Places of Interest
Movies in West Dover
Location: 4 Mountain Park Plaza, W. Dover, VT
Pool Nature Center, Saturdays & Sundays 11 AM - 1 PM
Location: 117 Adams Crossroad, Marlboro, VT
Come visit the Pool Nature Center! Meet some animals, walk the trails and learn more about southern Vermont's newest community resource. 117 Adams Crossroad is best reached from the eastern end of Adams Crossroad off Route 9. www.vermontmuseum.org
Brattleboro Museum and Art Center
Location: 10 Vernon St., Brattleboro, VT
Bennington Museum
Location: 75 Main St., Bennington, VT
Mass Moca: Museum of Contemporary Art
Location: 87 Marshall St., N. Adams, MA
Sterling & Clark Art Institute
Location: 225 South St., Williamstown, MA
Brattleboro Farmers Market, Saturday 9 AM - 2 PM
Location: Western Ave., Brattleboro, VT
Come get your locally grown produce, mushrooms, meat, and dairy, prepared foods, baked goods, small batch ferments, and local alcohol, handmade crafts, jewelry, soap and more! www.brattleboroareafarmersmarket.com
Wilmington Antique & Flea Market Saturday & Sunday 9 AM - 4 PM
Location: 236 VT Rte. 9, Wilmington, VT
Established in 1983, the Wilmington Antique and Flea Market has been a must-stop for both travelers and area residents for over thirty years. Vendors offer a potpourri of antiques, collectibles, jewelry, glass, furniture, flowers, plants, vegetables, and artisan crafts outdoors on the 10-acre property. Bring the sunshine. The area attraction is Southern Vermont’s largest weekend market.
The seasonal business operates mid-May thru mid-October every Saturday and Sunday as well as Mondays on Memorial Day, Labor Day, and Columbus Day. Admission and parking are free with a food concession on-premises. www.vtflea.com
Specific Dates
2026 Open Studio Weekend
Hoot, Toot & Whistle Trail Grand Re-Opening
May 23, 2026 1 PM
Join us for a ribbon-cutting as we reopen the completed portion of the Hoot, Toot & Whistle Trail - celebrate with fun, games and a hike. Park downtown, cross Reardon Bridge (by Ratu's), take the path between the Moover facility and the river to the trailhead access. Please consider making a donation. donorbox.org/wilmington-trails
Village Stroll Back Through Time
May 23, 2026 4 - 6 PM
Location: downtown Wilmington, VT
Join us for our first of two strolls celebrating America’s semiquincentennial! This stroll will highlight Wilmington’s rich history and early American traditions. Explore Downtown with a scavenger hunt, and along the way enjoy crafts and games similar to those enjoyed 250 years ago! www.visitvermont.com
Make A Wish Great Duck Race
May 24, 2026 11 AM - 1 PM
Location: Crafts Inn lawn, 10 W. Main St., Wilmington, VT
Make A Wish Vermont Great Duck Race! Crafts Inn lawn @ 11 am
Morris Dancers Spring Ritual & Rotary of The Deerfield Valley BBQ
Rotary of the Deerfield Valley BBQ at Memorial Hall
Memorial Day Services & Parade
May 25, 2026 10 AM - Noon
Location: Memorial Hall, 14 W. Main St., Wilmington, VT
Memorial Day Services @ 10 am Memorial Hall with Memorial Day Parade following.
Randy Schoonmaker presents "45 Mill Street"
May 27, 2026 7 - 9 PM
Location: MOOver facility, 45 Mill St., Wilmington, VT
The 100-year history of this site before the MOOver. It is a story rich in different uses, products made, and the work life of Wilmington. Guaranteed to surprise you!
Village Stroll Back Through Time
June 20, 2026 4 - 6 PM
Location: downtown Wilmington, VT
Our second of two strolls celebrating America’s 250th Anniversary! This stroll will highlight more of Vermont history with more fun crafts and activities for everyone to enjoy! www.visitvermont.com
2026 Independence Day Celebration & Fireworks
July 2, 2026 6 - 10 PM
Location: Hayford field, Wilmington, VT
Food trucks, cotton candy, live music, bouncy houses and spectacular fireworks. Rain date: July 10th
2026 Independence Day Celebration
July 3, 2026 6 - 9 PM
Location: Mt. Snow, W. Dover, VT
Join us for live music, games, food & drink options, and a fireworks show in the Main Base Area! www.mountsnow.com
The Songwriters Showcase
July 9, 2026 7 PM
Location: Memorial Hall, W. Main St., Wilmington, VT
This is the capstone to our four-session writing series — a night where new songs move from notebooks and voice memos to the Memorial Hall stage.
This showcase features original work created during the workshop sessions, performed live by the writers who brought it to life. You’ll hear brand-new songs in their earliest “real” form: honest, fresh, and still carrying that spark from the moment they were written. Some pieces may be fully polished and performance-ready; others may be newly finished and shared for the first time in public. Either way, the heart of the night is the same: a room full of people taking creative risks and showing up for each other.
Unlike a typical concert, the Songwriting Showcase is built around discovery. It’s a chance to hear a wide range of voices, styles, and stories in one evening — with the common thread being that every song started with the same kind of challenge: a prompt, a deadline, and the support of a community of writers. Expect an atmosphere that’s warm and encouraging, with the audience in on the spirit of it: listening closely, cheering loudly, and helping make Memorial Hall feel like the kind of place where art gets made, not just presented.
Come for the music, stay for the sense of community, and see what it looks like when the creative process becomes a shared experience — and when new songs get their first real moment in the world. Click here for tickets www.friendsofthehallvt.org
More events can be found at vermontvacation.com/stay-and-play/events/southern