Upcoming Bennington Events

Check out what's happening all around Bennington, VT

Southern Vermont HomeBrew Festival - 2026

Sat, 02 May at 12:00 pm 113 Depot St USD 17 to 54

Blueberry Festival

Sat, 25 Jul at 10:00 am 604 US Route 7 S, Bennington, VT

Bennington Food Truck Festival 2026

Sat, 15 Aug at 11:00 am Main Street - Bennington, VT

Fiddle Tunes, Folksongs, and Fancy Footwork

Sat, 09 May at 02:00 pm Bennington Museum

Outdoor Farmers Market at Bennington Community Market

Sat, 25 Apr at 10:00 am 239 Main Street, Bennington, VT, United States, Vermont 05201

LIVE COMEDY: Jonathan van Halem at Bennington Theater

Sat, 06 Jun at 07:30 pm 331 Main St, Bennington, VT, United States, Vermont 05201

Pickle Fest 🥒

Sat, 19 Sep at 10:00 am 604 US Route 7 S, Bennington, VT

Thunderstruck: A Classic Rock Tribute (Bennington VT)

Wed, 17 Jun at 07:30 pm Bennington Theater USD 0 to 87

LIVE MUSIC: Maggie's Wake - An Award Winning Canadian "new trad" folk band at Bennington Theater

Sat, 25 Apr at 07:30 pm 331 Main St, Bennington, VT, United States, Vermont 05201

DockDogs® Jumping into Summer| Green Mountain DockDogs

Sat, 23 May at 08:00 am Green Mountain DockDogs

Camp Danger

Mon, 27 Jul at 10:00 am Vermont Arts Exchange USD 322

24th Annual Sacred Heart Scramble Golf Tournament

Fri, 19 Jun at 01:00 pm Mount Anthony-Country Club

This is Crazy (New Works Series: readings of unproduced plays) at Bennington Theater

Sun, 26 Apr at 02:00 pm 331 Main St, Bennington, VT, United States, Vermont 05201

2026 Coggins Classic Charity Golf Tournament!

Fri, 28 Aug at 10:00 am 180 Country Club Dr, Bennington, VT 05201-1776, United States

SYP Summer Soirée – Presented by The Bank of Bennington

Sat, 20 Jun at 05:00 pm Mount Anthony Country Club USD 53 to 68

Splashes N Wags 2026 Splashdown | Wild Card Double Header!

Fri, 03 Jul at 07:30 am Splashes N Wags

8-Week Adult Wheel Throwing

Sun, 26 Apr at 03:00 pm Vermont Arts Exchange USD 380

Much Ado About Nothing - A Revolutionary Production - Bennington Community Theater Season (play 2/4)

Fri, 12 Jun at 07:00 pm 331 Main St, Bennington, VT, United States, Vermont 05201

2026 Vermont Bike/Walk Conference

Fri, 08 May at 08:00 am Bennington Theater USD 0 to 53

Springtime Craft Fair

Sat, 16 May at 09:00 am Bennington Rural Fire Department

Bennington Quiltfest

Sat, 19 Sep at 09:00 am 747 East Rd, 05201

Not-Always-Annual Spring Plant Sale

Sat, 16 May at 09:00 am 115 Hillside St, Bennington, VT, United States, Vermont 05201

The Beatles Candlelight Experience In Bennington, VT Friday, May 8th

Fri, 08 May at 11:00 pm St. Peter's Episcopal Church

12th Monumental Masters Mini Meet

Sat, 25 Apr at 09:00 am Bennington Rec - Berkshire Family YMCA

BOCA a New Comedy

Wed, 29 Apr at 02:00 pm 44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

The Olson Brothers Band @Mayfest

Sat, 23 May at 01:00 pm Bennington , Vermont

Harmonic Duo Live

Fri, 29 May at 06:30 pm Union South VT.

Bennington Bash Scavenger Hunt

Wed, 14 Aug at 11:00 am The Coffee Bar USD 27

SYP Wine Tasting @ Haberdasher

Thu, 07 May at 05:30 pm Haberdasher Wine & Provisions USD 0 to 10

DARK LIVE COMEDY: Patient 13 (love/cancer/magic mushrooms) at Bennington Theater

Sat, 16 May at 07:30 pm 331 Main St, Bennington, VT, United States, Vermont 05201

Museum ABCs: Amazing Architecture

Sat, 09 May at 10:30 am Bennington Museum

Clay, Draw and Sculpture Camp

Mon, 03 Aug at 09:00 am Vermont Arts Exchange USD 322

What's New with the Weitsman Collection?

Fri, 29 May at 03:30 pm Bennington Museum

Museum ABCs: If You Plant a Seed - Trail Tale

Sat, 13 Jun at 10:30 am Bennington Museum

Laurel Stern Boeck Portrait Painting Workshop

Fri, 24 Apr at 09:00 am 44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

Earth Day Craft Supply Swap

Sat, 25 Apr at 10:00 am 101 Silver St, Bennington, VT, United States, Vermont 05201

The Story of Hiram Bingham

Sun, 17 May at 02:00 pm Bennington Museum

Trivia Night Live with Jim Thatch! At Bennington Theater (Every 2nd Thursday)

Thu, 09 Apr 331 Main St, Bennington, VT, United States, Vermont 05201

Wildwood Camp

Mon, 20 Jul at 10:00 am Vermont Arts Exchange USD 322

IMPROV AFTER 5 at Bennington Theater (Every 3rd Thursday)

Thu, 16 Apr 331 Main St, Bennington, VT, United States, Vermont 05201

SoberFest 2026

Sat, 26 Sep at 11:00 am 601 Main Street, Bennington, VT, United States, Vermont 05201

8-Week Adult Studio Access

Mon, 27 Apr at 04:00 pm Vermont Arts Exchange USD 135

Tarot, palms, & tea leaf readings!

Sat, 25 Apr at 11:00 am 126 Washington Ave, Bennington, VT

Riding 22 States in 22 Days Veteran Suicide Awareness Benefit Ride - State 20 - Ronnie's Cycle

Wed, 10 Jun at 10:00 am Ronnie's Cycle Sales of Bennington

Cute Camp

Mon, 10 Aug at 09:00 am Vermont Arts Exchange USD 322

Artillery at the Battle of Bennington

Sun, 21 Jun at 02:00 pm Bennington Museum

Outback Day: Experience the All-New 2026 Outback

Sat, 16 May at 11:00 am 527 North Bennington Road, Bennington, VT, United States, Vermont 05201

Pokemon Pitch Black Prerelease

Sun, 05 Jul at 12:30 pm 457 Main St, Bennington, VT, United States, Vermont 05201

Art From the Garden - Ellie Roden's Creating with Pressed Flowers

Sun, 07 Jun at 01:00 pm 44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

Our America Story - Recording Studio Airstream at Bennington Community Market

Wed, 29 Apr at 11:00 am 239 Main Street, Bennington, VT, United States, Vermont 05201

Pastel Still Life Workshop with Marlene Wiedenbaum

Fri, 01 May at 09:00 am 44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

NELC Spring Weekend

Sat, 06 Jun at 08:00 am Elks Bennington Lodge

Advance Directive Workshop Series - Bennington Senior Center

Tue, 12 May Bennington Senior Center, 124 Pleasant St #3, Bennington, VT 05201

Monthly Men's Breakfast

Sat, 25 Apr at 09:00 am Harvest Christian Ministries

Barry Perez

Sun, 26 Apr at 10:30 am 945 Main St, Bennington, VT, United States, Vermont 05201

TRUNK SHOW

Sat, 09 May at 03:15 pm 441 Main Street, Bennington, VT

Better Together: Women's Monthly Dinner

Mon, 27 Apr at 05:00 pm Harvest House Soup Kitchen

Summer Art Camp

Mon, 22 Jun at 09:00 am Stacey Sherman Art Studio

Candlelight Meditation

Sun, 03 May at 03:00 pm 449 Main St, 2nd Fl - Suite 4, 05201

Candlelight Meditation

Sun, 05 Apr 449 Main St, 2nd Fl - Suite 4, 05201

Spring Beauties Lunch-break Wellness Walk

Tue, 12 May at 12:10 pm Greenberg Headwaters Park

Death, Dying, Danishes (Bennington)

Fri, 15 May at 10:00 am Bennington Community Market

NAMI Family Voices – hosted by UCS

Wed, 06 May 100 Ledge Hill Drive , Bennington, VT, United States, Vermont 05201

Painting Landscapes in Oil with Andrew Orr

Fri, 22 May at 09:00 am 44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

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