All Upcoming events

• Sat, 02 May, 2026 - 12:00 PM

  Southern Vermont HomeBrew Festival - 2026

  113 Depot St

  USD 17
• Sat, 14 Mar, 2026 - 10:00 AM

  2026 Bennington Pub Crawl

  Downtown Bennington, VT

  Free
• Fri, 06 Mar, 2026 - 06:00 PM

  Edgar Allan Poe Speakeasy: Chapter Two - Bennington

  Monument Arts & Cultural Center

  USD 58
• Sat, 25 Jul, 2026 - 10:00 AM

  Blueberry Festival

  604 US Route 7 S, Bennington, VT

  1144+ Interested
• Sat, 07 Mar, 2026 - 08:00 PM

  Edgar Allen Poe Speakeasy Chapter Two

  44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

  4+ Interested
• Fri, 27 Feb, 2026 - 05:00 PM

  Bennington County's Got Talent 2026 LIVE SHOW

  Monument Arts & Cultural Center of Bennington

  67+ Interested
• Sat, 11 Apr, 2026 - 10:00 AM

  🍁 Maple in April 🍁

  604 US Route 7 S, Bennington, VT

  307+ Interested
• Fri, 13 Mar, 2026 - 07:30 PM

  LIVE MUSIC: Caitlin Canty at Bennington Theater

  331 Main St, Bennington, VT, United States, Vermont 05201

  15+ Interested
• Sat, 04 Apr, 2026 - 10:00 AM

  Reopening Celebration

  Bennington Museum

  44+ Interested
• Sat, 19 Sep, 2026 - 10:00 AM

  Pickle Fest 🥒

  604 US Route 7 S, Bennington, VT

  1085+ Interested
• Sat, 21 Mar, 2026 - 07:00 PM

  Jenna Nicholls - Basement Music Series live at Bennington Theater

  331 Main St, Bennington, VT, United States, Vermont 05201
• Sat, 28 Feb, 2026 - 07:30 PM

  Karen Morgan - Live Comedy at Bennington Theater

  331 Main St, Bennington, VT, United States, Vermont 05201

  5+ Interested
• Wed, 18 Mar, 2026 - 05:00 PM

  Basket Bingo: A Fundraiser for Sunrise Family Resource Center

  Elks Bennington Lodge

  183+ Interested
• Sat, 28 Feb, 2026 - 10:00 AM

  Bennington's Winter Farmers Market - Indoors through April

  239 Main Street, Bennington, VT, United States, Vermont 05201

  18+ Interested
• Fri, 27 Mar, 2026 - 07:00 PM

  A Doll's House Part 2 - Bennington Community Theater 2026 Season (play 1/4)

  331 Main St, Bennington, VT, United States, Vermont 05201
• Sat, 04 Apr, 2026 - 11:00 AM

  Pitch Hit & Run

  Willow Park, Bennington, VT, United States, Vermont 05201
• Sat, 28 Feb, 2026 - 11:00 AM

  Fix It Fun

  101 Silver St, Bennington, VT, United States, Vermont 05201

  12+ Interested
• Fri, 27 Feb, 2026 - 10:00 AM

  Playgroup at the Bennington Free Library

  Bennington Free Library
• Sat, 28 Feb, 2026 - 06:00 PM

  36th Annual Stratton Racing Party

  Elks Bennington Lodge

  31+ Interested
• Thu, 12 Mar, 2026 - 07:00 PM

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

  331 Main St, Bennington, VT, United States, Vermont 05201
• Sat, 04 Apr, 2026 - 01:00 PM

  Antiques Appraisal Fair

  Bennington Museum

  207+ Interested
• Sat, 14 Mar, 2026 - 05:00 PM

  2026 Wintertastic Celebration and Auction

  Mount Anthony-Country Club

  38+ Interested
• Thu, 19 Mar, 2026 - 06:30 PM

  Wine & IMPROV at Bennington Theater (Every 3rd Thursday)

  331 Main St, Bennington, VT, United States, Vermont 05201
• Sun, 01 Mar, 2026 - 02:00 PM

  Spoken Word Poetry Performancve

  Bennington Theater

  5+ Interested
• Fri, 20 Mar, 2026 - 06:00 PM

  Celtic Music Workshop with Emerald Rae

  44 Gypsy Ln, Bennington, VT 05201-9692, United States
• Sat, 11 Apr, 2026 - 10:30 AM

  Museum ABCs: Making Faces - Exploring Portraits

  Bennington Museum

  5+ Interested
• Fri, 08 May, 2026 - 08:00 AM

  2026 Vermont Bike/Walk Conference

  Bennington Theater

  Free
• Tue, 24 Feb, 2026 - 08:30 AM

  Brewing Better Business

  The Coffee Bar

  Free
• Sat, 28 Mar, 2026 - 08:00 AM

  Hospice Volunteer Training - Bennington County

  Bennington Free Library

  9+ Interested
• Sun, 15 Mar, 2026 - 03:00 PM

  PAINT & SIP

  Kelli's Tavern

  USD 50
• Sun, 15 Mar, 2026 - 02:00 PM

  The Restoration of the Old First Church

  Bennington Museum

  51+ Interested
• Fri, 20 Mar, 2026 - 10:00 AM

  Death, Dying, Danishes (Bennington)

  Bennington Community Market
• Sat, 11 Apr, 2026 - 02:00 PM

  Michael Arnowitt: Piano Panorama

  Bennington Museum

  14+ Interested
• Fri, 17 Apr, 2026 - 05:00 PM

  MATRIARCHAL MEDICINE: Retrieving the Wise Woman

  Spirit Hollow

  21+ Interested
• Fri, 24 Apr, 2026 - 09:00 AM

  Laurel Stern Boeck Portrait Painting Workshop

  44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

  6+ Interested
• Wed, 04 Mar, 2026 - 03:30 PM

  Sculptural Needle Felt: Small Succulents

  226 Union St, Bennington, VT 05201-2407, United States

  6+ Interested
• Thu, 05 Mar, 2026 - 01:00 PM

  Art Studio Barbara Hageman Sarvis

  44 Gypsy Lane, Bennington, VT, United States, Vermont 05201
• Sat, 28 Feb, 2026 - 10:30 AM

  Prenatal Yoga Class

  The YOGA PLACE
• Sun, 22 Mar, 2026 - 01:00 PM

  Decoupage Workshop with Deb Higgins

  44 Gypsy Lane, Bennington, VT, United States, Vermont 05201

  8+ Interested
• Tue, 24 Feb, 2026 - 10:00 AM

  Bennington Mindful Moments Cafe- NEW LOCATION & DATES!!

  Bennington Project Independence
• Sun, 22 Mar, 2026 - 02:00 PM

  Discussion of A Continued Clap of Thunder

  101 Silver St, Bennington, VT, United States, Vermont 05201

  13+ Interested
• Fri, 27 Feb, 2026 - 05:30 PM

  Lenten Penance Service

  238 Main St, Bennington, VT
• Sat, 06 Jun, 2026 - 08:00 AM

  NELC Spring Weekend

  Elks Bennington Lodge

  35+ Interested
• Sat, 28 Feb, 2026 - 09:00 AM

  Monthly Men's Breakfast

  Harvest Christian Ministries

  9+ Interested
• Tue, 24 Feb, 2026 - 04:00 PM

  Living With Loss (Bennington)

  45 Franklin Ln, Bennington, VT 05201, United States

  4+ Interested