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House of Jazz Festival
Town Hall Theater and Jazz Middlebury are proud to launch the inaugural Middlebury House of Jazz Festival, a three-day celebration of extraordinary musicianship, creativity, education, and community from October 9 through October 11
Two Concerts
The First Congregational Church of Manchester will be holding two concerts in celebration of their pipe organ renovation on September 17 and October 18
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Stone Skipping Festival
Lake Paran Community Center’s Stone Skipping Festival goes kerplunk in North Bennington on September 19
Pickle Festival
The Apple Barn & Bakeshop hosts its annual Pickle Festival on September 19
Shires 1-Minute Film Fest
CAT-TV and GNAT-TV are inviting local filmmakers, students, families, first-time creators, and experienced storytellers to take part in the 2026 Shires 1-Minute Film Fest by submitting their 1 minute original films to be screened on October 17 at the Bennington Theater
Country Barn Dance
The Martha Canfield Memorial Library is excited to present its annual Country Barn Dance on October 3, along with a creative, community scarecrow contest to usher in the big day!
Henry House 250th Dinner
The Bennington 250th Committee is inviting the community to come together for another memorable celebration, the 250 for 250th Year End Gala at The Henry House on September 27
Arts & Ancestry Circle: The Stitches Between Us
The Park-McCullough House is excited to continue its free Arts & Ancestry Circle workshops, with three more scheduled this season: September 24, October 8, and October 22
Puppets in the Green Mountains
Puppets in the Green Mountains celebrates its 13th season this year with a five-day festival running September 16 through September 20
Bennington Quiltfest
The Quiet Valley Quilters’ Guild of Bennington is pleased to present the Bennington Quiltfest held at the Mount Anthony Union Middle School on September 19 & 20
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Month of September - Community Food Cupboard’s Wish List​​​​​​​
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​​​​​​​Now - Registration is open for the 9th annual United Counseling Services Superhero 5K and Kids’ Dash on November 7, 2026​
​​​​​​​​​September 17 - America 250: Expressions of Liberty Constitution Day celebration at Town Hall Theater with Vermont Poet Laureate Bianca Stone and student art + poetry contest winners​​​​​​​​​​​​​​​
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​​​​​​​​​September 18 - Steve Taubman’s Mind Magic: A Night of Laughter and Astonishment benefiting NAMI Vermont at 7:30pm at the Bennington Theater
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​​​​​​​​​September 19 - BBQ in the Barn at the West Mountain Inn featuring live music from Phil Henry and Mitch Barron from 6pm to 8pm​​​​​​​​​​​​​​​
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​​​​​​​​​September 19 & 20 - United Counseling Services’ Annual Barn Sale at Riley Rink in Manchester​​​​​​​​​​​​​​​
Recurring Local Events
Fill Your Week with Fun! Try Something New!
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Chair Yoga - The Arlington Common (7am)
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Pumped Up - Manchester Community Library (9:15am)
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Bone Builders - First Congregational Church, Manchester (10am)
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Canasta Masters - Manchester Community Library (12pm)
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Tai Chi - The Arlington Common (4pm)
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Pilates - The Arlington Common (5:15pm)
Hot Yoga - Heart of the Village Yoga (5:30pm)
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Live Music - Copper Grouse at the Kimpton Taconic Hotel (Manchester / 5:30pm)​​​
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Tai Chi - Manchester Community Library (9am)
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Hatha Yoga- The Arlington Common (9am)
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Bone Builders - First Congregational Church, Manchester (10am)
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Bone Builders - The Arlington Common (10:30am)
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Story Time - Manchester Community Library (10:30am)
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Magic the Gathering Commander - Gamers Grotto (11am, Bennington)
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Dorset Knitters - Dorset Village Library (5pm)
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Qigong - Arlington Common (6pm)
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Trivia Night - Marsh Tavern at the Equinox Golf Resort & Spa (Manchester)
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Trivia Night - New American Grill, Londonderry (6:30pm)
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Pilates - The Arlington Common (9am)
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Bone Builders - First Congregational Church, Manchester (10am)
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Story Time - Dorset Village Library (10am)
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Chair Yoga- The Arlington Common (10:30am)
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Chair Yoga- Manchester Community Library (11am)
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Mah Jongg - Manchester Community Library (12:30am)
Zumba - The Arlington Common (4pm)
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Italian Conversation Group - The Manchester Community Library (5pm)
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Trivia Night - Union Underground, Manchester (6pm)
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Hatha Yoga - The Arlington Common (9am)
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Bone Builders - First Congregational Church, Manchester (10am)
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Bone Builders - The Arlington Common (10:30am)
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​​Kids' Story Time - Martha Canfield Memorial Free Library (10am)
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Qigong - The Arlington Common (1:15pm)
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Fly-Tying Workshops - Gearhaus (5pm to 7pm, Manchester)​​
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Restorative Yoga with Aromatherapy - The Arlington Common (5pm)
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Open Mic Night - Union Underground, Manchester (6pm)
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Open Mic Night - New American Grill, Londonderry (7pm)
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Trivia Night - Barrows House, Dorset (6:30pm)
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Trivia Night Live! - Bennington Theater (every 2nd Thursday of the month 6pm)​
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Pilates, Barre & Mat - The Arlington Common (9am)
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Scrap Booking Group - Manchester Community Library (1oam)
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Family Story Hour - Northshire Bookstore (10:30am)
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Yoga Flow - The Arlington Common (5:30pm)
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YA Dungeons & Dragons - Dorset Village Library
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Live Music - New American Grill, Londonderry (6pm)
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Live Music - Falcon Lounge at the Equinox Golf Resort & Spa, Manchester (7pm)
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Live Music - Union Underground, Manchester (5pm)​​
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​​Cookbook Club - Martha Canfield Memorial Free Library (11am, Arlington, every 2nd Saturday of the month)
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Pilates, Cardio Core - The Arlington Common (9:15am)
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Dungeons & Dragons - Gamers Grotto (2pm, Bennington)
Live Music - Union Underground (1-4pm, Manchester)​
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Live Music - New American Grill, Londonderry (6pm)
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Live Music - Falcon Lounge at the Equinox Golf Resort & Spa (Manchester)
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Thrift Shop - VNA & Hospice of the Southwest Region’s Thrift Shop, open 9am-1pm, in addition to their regular hours, Monday-Friday, 11am to 3pm
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Note: Events without start times are evenings (6pm onwards). Some events may require pre-registration or fees. Contact the locations directly for further details!