Area Events
Ongoing Events & Places of Interest
Movies in West Dover
Location: 4 Mountain Park Plaza, W. Dover, VT
Southern Vermont Natural History Museum
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
Whitingham Holiday Pop-up Shop, Saturdays 9 AM - 5 PM
Location: 6677 Rte. 100, Whitingham, VT
Featuring handmade, repurposed and vintage items from local Vermont artisans.
Brattleboro Farmers Market, Saturdays 9 AM - 2 PM
Location: 570 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
Outdoor Music with a 100-mile view, Saturdays 3 - 5 PM
Location: Vermont Distillers, 7755 Rte. 9, Marlboro, VT
Join us for live music with a 100-mile view every Saturday this summer! We will have food trucks on-site and will be serving drinks from the tasting room, as always! www.vermontdistillers.com
Wilmington Antique & Flea Market
Location: 225 Rte. 9 East, 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
Wine & Improv
June 26, 2025 6:30 PM
Location: Bennington Theater, 331 Main St., Bennington, VT
Get ready for a night of hilarious improvisation where the only script is spontaneity! Join us for an interactive evening of improv games led by the incredible Stephanie Phelan, a seasoned performer and director.
Whether you're looking to unwind after a long week or just eager to try something new, this is the perfect way to let loose, have fun, and discover the joy of improv—no experience needed! We’ll start with the basics and move through group games and exercises at a pace that suits everyone. Price: $20 (Includes your first beverage: wine or beer) www.benningontheater.org
First Annual Pool Nature Center Bioblitz
June 28, 2025 6 AM - 10 PM
Location: Pool Nature Center, 117 Adams Crossroad, Marlboro, VT
We're welcoming representatives from over 13 organizations to share their knowledge and experience with you! We will spend the day following these experts or exploring on our own to document as many different species as we can find on the Pool property and adjacent Mason's conservation area (also donated by Bill Pool). The day kicks off with a bird walk led by Southeastern Vermont Audubon and ends with moth sampling with the help of US Fish and Wildlife Biologists and the Vermont Entomological Society! In between we'll learn about freshwater insects, ferns, fungus and so much more. Check in at our event page for more information and a schedule of events. Visit us at 117 Adams Crossroad in Marlboro. The road is best accessed from route 9 via the eastern end of the road or via Butterfield Road. www.vermontmuseum.org
Open Exploration
June 29, 2025 10 AM - 1 PM
Location: Pool Nature Center, 117 Adams Crossroad, Marlboro, VT
The doors and grounds will be open and staff will be on hand to answer questions about our nature center site and show off some of our education animals! Visit us at 117 Adams Crossroad in Marlboro. The road is best accessed from route 9 via the eastern end of the road or via Butterfield road. www.vermontmuseum.org
Independence Day Celebration & Fireworks Display
July 2, 2025 6 - 10 PM
Location: Baker Field, 1 School St., Wilmington, VT
Celebrate Independence Day and enjoy a spectacular fireworks display with family and friends in beautiful Wilmington, VT. Food vendors, cotton candy, music and bouncy house fun begins at 6 p.m. Rain date is July 6th.
Parking is available at the following lots with shuttles provided by the MOOver to the field. MOOver riders receive priority arrival and departure over all other vehicles.
- Howe Farm Field – off of Rte 100 North, just past WW Building Supply
- Wilmington Town Garage – off Chimney Hill (21 Haystack Road)
- All MOOver Park n’ Ride locations
- Accessible parking is available at the field. Please let the street attendant know this is needed and they will let you through. www.visitvermont.com
Wardsboro 4th of July Street Fair & Parade
July 4, 2025 9 AM - 1 PM
Location: Wardsboro, VT
Join us in celebrating this year’s 76th Annual Wardsboro 4th of July Street Fair and Parade! This year, the festival is proud to host:
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A celebratory parade with floats, vintage cars, fire trucks and more
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Delicious homemade strawberry shortcake and pies
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A finger-licking chicken BBQ
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Many children's games and activities
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Live music performed by locals
Schedule:
9 am - Street Festival Begins (along with road closures)
10 am - Parade Begins
1 pm - Roads open
Parking: There are several parking lots available to park in along Route 100 in Wardsboro. Main Street is closed to vehicle traffic from 9 am. to 1 pm.
Open Hours
July 5, 2025 10 AM - 1 PM
Location: Pool Nature Center, 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
2025 Independence Day Celebration
July 5, 2025 6 - 9 PM
Location: Main Base Area, 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
Jonathan van Halem
July 12, 2025 7:30 PM
Location: Bennington Theater, 331 Main St., Bennington, VT
Brooklyn-based comedian Jonathan van Halem brings his sharp, self-aware humor to the Bennington Theater stage! A writer at The Tonight Show Starring Jimmy Fallon and host of the frequently sold-out Hot Gossip at The Bell House (a New York Times pick, no big deal), Jonathan has performed on NYC’s top showcases, including 50 First Jokes and One Liner Madness.
His viral comedy clips—like his Depths of Wikipedia set and Top Straightest Moments series—have racked up millions of views, and his AMC A-List rant was even named one of Vulture’s Best Comedy Shorts of June 2024. With writing credits in Clickhole and McSweeney’s, plus an encyclopedic knowledge of Mets-related disappointment, Jonathan delivers comedy that’s clever, unpredictable, and undeniably hilarious. Don’t miss this night of standout stand-up! www.benningtontheater.org
Wine & Improv
July 24, 2025 6:30 PM
Location: Bennington Theater, 331 Main St., Bennington, VT
Get ready for a night of hilarious improvisation where the only script is spontaneity! Join us for an interactive evening of improv games led by the incredible Stephanie Phelan, a seasoned performer and director.
Whether you're looking to unwind after a long week or just eager to try something new, this is the perfect way to let loose, have fun, and discover the joy of improv—no experience needed! We’ll start with the basics and move through group games and exercises at a pace that suits everyone. Price: $20 (Includes your first beverage: wine or beer) www.benningontheater.org
Deerfield Valley Blueberry Festival
July 26 - August 3, 2025
Location: throughout the Deerfield Valley
www.vermontblueberryfestival.com
Danny Jolles
July 31, 2025 7:30 PM
Location: Bennington Theater, 331 Main St., Bennington, VT
Best known as George from Crazy Ex-Girlfriend, Danny’s onscreen credits read like a who's who of smart TV comedy—Ramy (Hulu), Babylon (Paramount), The Joel McHale Show (Netflix), and Ted (Peacock) from Seth MacFarlane. Most recently, he’s appeared in six episodes of HBO’s Emmy-winning Hacks.
But Jolles isn’t just a scene-stealer on screen. In 2021, he released Danny Jolles: Six Parts, a New York Times pick for Best Comedy Special of the year. Then in 2022, he broke new ground with You Choose, the first-ever interactive stand-up special, earning critical acclaim from Vulture, Forbes, and beyond.
Whether he’s breaking comedy formats or just breaking down life’s weirdest moments, Danny delivers a set that’s clever, high-energy, and refreshingly original.
Don’t miss your chance to see one of comedy’s most creative voices live! www.benningtontheater.org
Tony Trischka's EarlJam
August 9, 2025 6 PM
Location: Next Stage Arts, 15 Kimball Hill, Putney, VT
Tony Trischka is widely regarded as the consummate banjo artist and perhaps the most influential banjo player in the roots music world. For more than 50 years, his playing has inspired generations of bluegrass and acoustic musicians, showcasing the many voices he has brought to the instrument.
Tony will be honoring the music of Earl Scruggs, the pioneer of the three-finger banjo style and one of the most important musicians in bluegrass—and, in Tony’s opinion, in any genre.
Trischka recently acquired extremely rare recordings of jam sessions with Scruggs and John Hartford. He has transcribed and recorded Scruggs’s note-for-note solos from many of these sessions, including songs Earl never recorded.
An album featuring this music is currently in production with a new label founded by some of the creators of Rounder Records. The album will also feature several bluegrass luminaries.
Alongside his ace band—Michael Daves on vocals and guitar, fiddler Alex Hargreaves, and bassist Jared Engel—Tony will trace Scruggs's story from his childhood to his final years. This show, which debuted at Joe’s Pub in New York City, has already garnered significant interest, including an appearance on the Grand Ole Opry—a rarity for a banjo player these days.
“Earl is my North Star, a lifelong pathway. And I’m not alone,” says Trischka, a banjo innovator and educator who has influenced everyone from Béla Fleck to Steve Martin. “Through his music, this shy kid from Flint Hill, North Carolina, went on to enrich the lives of countless thousands. When I first heard 16 notes of Scruggs-style banjo at the age of 13, I put down my folk guitar and mercilessly pestered my parents to buy me a banjo. Once in my hands, that 5-string became my obsession—and it has been for 60 years.”
He adds, “The depth of his genius becomes ever more apparent when I transcribe his solos, which I’ve been doing my entire musical life, now with renewed vigor. Discovering new twists and turns in his playing is pure joy—and, in fact, it’s the inspiration for this tribute show and album.” www.nextstagearts.org
Garlic Town USA
August 30, 2025 10 AM - 5 PM
Location: downtown Bennington, VT
Bands, beer, food trucks and a curated group of 100+ garlic-centric vendors await you as downtown Bennington, Vermont transforms into Garlic Town, USA every Labor Day Weekend! This is the ultimate garlic festival experience and a time honored tradition in New England. www.garlictownusa.com
30th Annual Mount Snow Brewers Festival
August 30, 2025
Location: Mt. Snow, W. Dover, VT
More events can be found at vermontvacation.com/stay-and-play/events/southern