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Festivals in Bennington

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SHATTERED WINE FAIR
Mon, Jun 22, 12:00 PM
Kingston · Restaurant Kinsley
SHATTERED WINE FAIR
Mon, Jun 22, 12:00 PM
Kingston · Restaurant Kinsley
Bear Love Memorial Weekend Explosion
Sun, May 24, 7:00 PM
Kingston · The Venue Uptown
Bear Love Memorial Weekend Explosion
Sun, May 24, 7:00 PM
Kingston · The Venue Uptown
Sales end soon
Crafters Sunday at Ruby Hill Farm - May 17, 2026
Tomorrow at 12:00 PM
Clinton Corners · Ruby Hill Farm
Sales end soon
Crafters Sunday at Ruby Hill Farm - May 17, 2026
Tomorrow at 12:00 PM
Clinton Corners · Ruby Hill Farm
CT prophetic Gospel explosion
Sat, Jun 27, 4:00 PM
Hartford · Weaver High School
CT prophetic Gospel explosion
Sat, Jun 27, 4:00 PM
Hartford · Weaver High School
Sparrow Plein Air Festival
Fri, Jun 12, 9:00 AM
Middlebury · Sparrow Art Supply
Sparrow Plein Air Festival
Fri, Jun 12, 9:00 AM
Middlebury · Sparrow Art Supply
2nd Annual West Hartford Back to School Bash & Backpack Giveaway
Sun, Aug 23, 1:00 PM
West Hartford · Blue Back Square
2nd Annual West Hartford Back to School Bash & Backpack Giveaway
Sun, Aug 23, 1:00 PM
West Hartford · Blue Back Square
SLICE OF ITALY
Fri, Jun 26, 6:30 PM
Southbridge · 12 Crane St
SLICE OF ITALY
Fri, Jun 26, 6:30 PM
Southbridge · 12 Crane St
THE W HARTFORD SOLSTICE MUSIC AND CRAFT FESTIVAL
Sat, Jun 20, 10:00 AM
WEST HARTFORD · 50 S. Main Street
THE W HARTFORD SOLSTICE MUSIC AND CRAFT FESTIVAL
Sat, Jun 20, 10:00 AM
WEST HARTFORD · 50 S. Main Street
Soulful Sunrise
Sat, Jul 11, 9:00 AM
Hartford · One Bar + Kitchen
Soulful Sunrise
Sat, Jul 11, 9:00 AM
Hartford · One Bar + Kitchen
Latino Comedy Fest to Benefit 2026 Hartford Latino Fest!
Sat, Jun 13, 6:00 PM
Hartford · The Bushnell Performing Arts Center
Latino Comedy Fest to Benefit 2026 Hartford Latino Fest!
Sat, Jun 13, 6:00 PM
Hartford · The Bushnell Performing Arts Center
Just added
The KRWN Experience
Thu, Jun 11, 8:00 PM
Hartford · Arch Street Tavern
Just added
The KRWN Experience
Thu, Jun 11, 8:00 PM
Hartford · Arch Street Tavern
Worcester Caribbean American Heritage Festival
Sun, Jun 21, 12:00 PM
Worcester · Institute Park
Worcester Caribbean American Heritage Festival
Sun, Jun 21, 12:00 PM
Worcester · Institute Park
Morris Bluegrass Festival 2026
Sat, Jul 4, 1:00 PM
Morris · South Farms
Morris Bluegrass Festival 2026
Sat, Jul 4, 1:00 PM
Morris · South Farms
2026 Chickenstock Music Festival at Hein Farm
Sat, Sep 12, 12:00 PM
Farmington · The Farm Truck at Hein Farm
2026 Chickenstock Music Festival at Hein Farm
Sat, Sep 12, 12:00 PM
Farmington · The Farm Truck at Hein Farm
Festival of Women Writers 2026
Fri, Jun 5, 11:00 AM
Hobart · Hobart Book Village
Festival of Women Writers 2026
Fri, Jun 5, 11:00 AM
Hobart · Hobart Book Village
15th Worcester Food Truck & Craft Beverage Festival
Sat, Jun 6, 12:00 PM
Worcester · Worcester Common
15th Worcester Food Truck & Craft Beverage Festival
Sat, Jun 6, 12:00 PM
Worcester · Worcester Common
VINYL ROCKS! The Plainville Record Riot! Sunday May 24th 9:30 AM-3:30 PM
Sun, May 24, 9:30 AM
Plainville · Veterans of Foreign Wars
VINYL ROCKS! The Plainville Record Riot! Sunday May 24th 9:30 AM-3:30 PM
Sun, May 24, 9:30 AM
Plainville · Veterans of Foreign Wars
Midsummer Celebration
Sun, Jun 14, 3:00 PM
Wethersfield · Cove Park Wethersfield
Midsummer Celebration
Sun, Jun 14, 3:00 PM
Wethersfield · Cove Park Wethersfield
Red, White and Rev' It Up Car Show
Sat, Jun 27, 10:00 AM
Lebanon · 175 Heater Rd
Red, White and Rev' It Up Car Show
Sat, Jun 27, 10:00 AM
Lebanon · 175 Heater Rd
Caribbean Rum and Food Festival Connecticut
Sat, Jul 25, 12:00 PM
New Britain · The Grand Alure Banquet Hall
Caribbean Rum and Food Festival Connecticut
Sat, Jul 25, 12:00 PM
New Britain · The Grand Alure Banquet Hall

Trends in Bennington

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Frequently asked questions about Bennington

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

SHATTERED WINE FAIR

CT prophetic Gospel explosion

Sparrow Plein Air Festival

2nd Annual West Hartford Back to School Bash & Backpack Giveaway

Which events are currently trending in Bennington?

The trending searches this month in Bennington are:

monument art and cultural center

Which festival events are coming up?

Discover the best festival events happening soon – you don't want to miss them:

Crafters Sunday at Ruby Hill Farm - May 17, 2026

VINYL ROCKS! The Plainville Record Riot! Sunday May 24th 9:30 AM-3:30 PM

Bear Love Memorial Weekend Explosion

Festival of Women Writers 2026