All Upcoming events

• Fri, 06 Feb, 2026 - 05:00 PM

  Pam The Berkshire Medium

  American Legion Post 13 Bennington, VT

  12+ Interested
• Sat, 21 Feb, 2026 - 08:00 PM

  10th Annual Snowflake Ball

  Mount Anthony-Country Club

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

  LIVE MUSIC: Caitlin Canty at Bennington Theater

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

  7+ Interested
• Fri, 30 Jan, 2026 - 06:00 PM

  The Little Shop of Horrors - Vintage Hollywood Classics - Screening at Bennington Theater

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

  7+ Interested
• Sat, 21 Feb, 2026 - 07:00 PM

  10th Annual Cabin Fever Dance – Cancer Crusaders

  Elks Bennington Lodge

  272+ Interested
• Tue, 27 Jan, 2026 - 05:00 PM

  SHSF Annual Basket Bingo

  307 School St, Bennington, VT

  71+ Interested
• Thu, 15 Jan, 2026 - 06:00 PM

  Molly Durnin LIVE at The 421 Craft Bar & Kitchen

  The 421 Craft Bar & Kitchen

  7+ Interested
• Sat, 24 Jan, 2026 - 10:00 AM

  2026 Snow Days with Blue Cross Blue Shield of Vermont

  Prospect Mountain Ski Area

  23+ Interested
• Thu, 22 Jan, 2026 - 08:00 AM

  BRSC Lodge with PFR! (1 of 2)

  Buck Ridge Lodge and Resort

  6+ Interested
• Fri, 16 Jan, 2026 - 11:30 AM

  Blood Drive - First Baptist Church of Bennington

  First Baptist Church of Bennington, Vermont
• Sat, 24 Jan, 2026 - 10:00 AM

  Blue Sky VT Days - In-Person Snow Days Woodford Event

  204 Prospect Access, Woodford, VT 05201-9474, United States

  90+ Interested
• Fri, 16 Jan, 2026 - 06:00 PM

  Meet John Doe - Vintage Hollywood Classics - Screening at Bennington Theater

  331 Main St, Bennington, VT, United States, Vermont 05201
• Fri, 23 Jan, 2026 - 06:00 PM

  Charade - Vintage Hollywood Classics - Screening at Bennington Theater

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

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

  Basket Bingo: A Fundraiser for Sunrise Family Resource Center

  Elks Bennington Lodge

  21+ Interested
• Thu, 15 Jan, 2026 - 06:30 PM

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

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

  9+ Interested
• Sat, 17 Jan, 2026 - 10:00 AM

  Bennington's Winter Farmers Market - Indoors through April

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

  59+ Interested
• Sat, 17 Jan, 2026 - 02:00 PM

  After Holiday Party

  598 Carpenter Hill Rd Pownal VT

  27+ Interested
• Sun, 25 Jan, 2026 - 03:00 PM

  PAINT & SIP

  Kelli's Tavern

  USD 50
• Wed, 28 Jan, 2026 - 06:00 PM

  Adult Mid- Week Mud Club with Liz Howe (Ages 18+)

  Vermont Arts Exchange

  USD 375
• Thu, 29 Jan, 2026 - 02:00 PM

  Children's Shoe Giveaway with Lundgren Subaru

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

  18+ Interested
• Fri, 16 Jan, 2026 - 05:50 PM

  Lorwyn Eclisped Prerelease

  The Gamer's Grotto
• Sat, 14 Mar, 2026 - 05:00 PM

  2026 Wintertastic Celebration and Auction

  Mount Anthony-Country Club

  22+ Interested
• Thu, 12 Feb, 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

  61+ Interested
• Thu, 22 Jan, 2026 - 06:00 PM

  SYP Board Game Night @ Gamers Grotto

  Gamers Grotto

  Free
• Tue, 20 Jan, 2026 - 06:30 PM

  Prenatal Yoga Class

  The YOGA PLACE

  7+ Interested
• Sat, 28 Feb, 2026 - 11:00 AM

  Fix It Fun

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

  7+ Interested
• Sat, 07 Feb, 2026 - 05:00 PM

  American Legion Riders Post 13

  American Legion post 13

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

  Death, Dying, Danishes (Bennington)

  Bennington Community Market
• Wed, 21 Jan, 2026 - 09:00 AM

  Blood Drive - Elk's Bennington Lodge

  Elks Bennington Lodge
• Fri, 13 Feb, 2026 - 06:00 PM

  Love Lights the Community

  First Baptist Church of Bennington, Vermont

  22+ Interested
• Sat, 28 Mar, 2026 - 08:00 AM

  Hospice Volunteer Training - Bennington County

  Bennington Free Library

  4+ Interested
• Sat, 11 Apr, 2026 - 02:00 PM

  Michael Arnowitt: Piano Panorama

  Bennington Museum

  13+ Interested
• Fri, 13 Feb, 2026 - 06:00 PM

  VFW POST 1332 MARDI GRAS CELEBRATION!

  VFW Bennington VT

  32+ Interested
• Tue, 24 Feb, 2026 - 08:30 AM

  Brewing Better Business

  The Coffee Bar

  Free
• Tue, 27 Jan, 2026 - 10:00 AM

  Bennington Mindful Moments Cafe- NEW LOCATION & DATES!!

  Bennington Project Independence
• Tue, 03 Feb, 2026 - 04:00 PM

  Living With Loss (Bennington)

  45 Franklin Ln, Bennington, VT 05201, United States
• Thu, 22 Jan, 2026 - 05:00 PM

  KEY AND COMPASS: Doors and Pathways to the Radical Remaking of our World

  Spirit Hollow

  23+ Interested
• Tue, 13 Jan, 2026 - 04:45 PM

  Mobility, Flexibility, And Core 5 Week Class!

  Anytime Fitness Bennington VT (120 Depot St, Bennington, VT)
• Fri, 17 Apr, 2026 - 05:00 PM

  MATRIARCHAL MEDICINE: Retrieving the Wise Woman

  Spirit Hollow

  14+ Interested
• Tue, 13 Jan, 2026 - 10:00 AM

  Growing Together Tuesdays: Building Skills & Confidence in the Kitchen

  226 Union St, Bennington, VT 05201-2407, United States
• Sat, 06 Jun, 2026 - 08:00 AM

  NELC Spring Weekend

  Elks Bennington Lodge

  28+ Interested
• Sun, 25 Jan, 2026 - 08:00 AM

  Breakfast at the American legion post 13 Bennington vt

  American Legion post 13

  32+ Interested
• Sat, 31 Jan, 2026 - 10:00 AM

  OPEN AUDITIONS - Bennington County's Got Talent

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

  24+ Interested
• Tue, 27 Jan, 2026 - 05:30 PM

  Adult Beginner Hand Building with Madalyn (Ages 18+)

  Vermont Arts Exchange

  USD 322