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Travel & outdoor events in Great Barrington, MA

Search for something you love or check out popular events in your area.

Sales end soon
Bennington Bash Scavenger Hunt
Tomorrow at 11:00 AM + 219 more
Bennington · The Coffee Bar
Sales end soon
Bennington Bash Scavenger Hunt
Tomorrow at 11:00 AM + 219 more
Bennington · The Coffee Bar
Sales end soon
Bennington Bash Amazing Race & Tour
Tomorrow at 11:00 AM + 219 more
Bennington · The Coffee Bar
Sales end soon
Bennington Bash Amazing Race & Tour
Tomorrow at 11:00 AM + 219 more
Bennington · The Coffee Bar
Oct 4 Sat: Hike Labyrinth & Lemon Squeezer w Transport $49
Sat, Oct 4, 6:00 AM
Butterville · Mohonk Preserve
Oct 4 Sat: Hike Labyrinth & Lemon Squeezer w Transport $49
Sat, Oct 4, 6:00 AM
Butterville · Mohonk Preserve
Nearly full
Hike to Campbell Falls
Sat, Sep 6, 12:00 PM
Connecticut · Campbell Falls
Nearly full
Hike to Campbell Falls
Sat, Sep 6, 12:00 PM
Connecticut · Campbell Falls
Monday Intermediate ride, George C Waldo State Park
Mon, Sep 22, 5:15 PM
Connecticut · George C Waldo State Park
Monday Intermediate ride, George C Waldo State Park
Mon, Sep 22, 5:15 PM
Connecticut · George C Waldo State Park
Just added!
CT Trail Symposium "CT's Trail Community"
Fri, Oct 3, 8:00 AM
Hilliardville · CT State Community College Manchester
Just added!
CT Trail Symposium "CT's Trail Community"
Fri, Oct 3, 8:00 AM
Hilliardville · CT State Community College Manchester
Monday Intermediate ride, Upper Paugussett
Mon, Sep 29, 5:15 PM
Shady Rest · Echo Valley Road parking
Monday Intermediate ride, Upper Paugussett
Mon, Sep 29, 5:15 PM
Shady Rest · Echo Valley Road parking
Bike Around Kinderhook
Sat, Sep 27, 9:00 AM
Valatie Colony · 1007 Kinderhook St
Bike Around Kinderhook
Sat, Sep 27, 9:00 AM
Valatie Colony · 1007 Kinderhook St
Selling quickly
CRUX LGBTQ Climbing - Intro to Trad Gear Placement and Anchors
Sat, Oct 11, 9:00 AM
Lake Minnewaska · Peterskill At Minnewaska State Park
Selling quickly
CRUX LGBTQ Climbing - Intro to Trad Gear Placement and Anchors
Sat, Oct 11, 9:00 AM
Lake Minnewaska · Peterskill At Minnewaska State Park
NY Brown Girls Climb Outdoor Day
Sat, Oct 11, 9:00 AM
Lake Minnewaska · Peterskill At Minnewaska State Park Preserve
NY Brown Girls Climb Outdoor Day
Sat, Oct 11, 9:00 AM
Lake Minnewaska · Peterskill At Minnewaska State Park Preserve
NJ Brown Girls Climb Outdoor Day
Sat, Oct 11, 9:00 AM
Lake Minnewaska · Peterskill At Minnewaska State Park Preserve
NJ Brown Girls Climb Outdoor Day
Sat, Oct 11, 9:00 AM
Lake Minnewaska · Peterskill At Minnewaska State Park Preserve
Nearly full
Hudson River Greenland Festival 2025
Thu, Sep 4, 3:00 PM
New York · Canopus Lake Beach located in Fahnestock State Park
Nearly full
Hudson River Greenland Festival 2025
Thu, Sep 4, 3:00 PM
New York · Canopus Lake Beach located in Fahnestock State Park
Backpacking Trip - Challenging
Fri, Oct 17, 7:00 PM + 2 more
Cauterskill · Catskill Mountains
Backpacking Trip - Challenging
Fri, Oct 17, 7:00 PM + 2 more
Cauterskill · Catskill Mountains
Oct 26 Sun: Foliage Hike Gertrude's Nose and Millbrook Loop w Transport $49
Sun, Oct 26, 6:30 AM
Lake Minnewaska · Gertrude's Nose Trailhead
Oct 26 Sun: Foliage Hike Gertrude's Nose and Millbrook Loop w Transport $49
Sun, Oct 26, 6:30 AM
Lake Minnewaska · Gertrude's Nose Trailhead
Nature Storytime with Miss Jan
Sat, Sep 20, 1:00 PM
Puddle Town · Beekley Community Library
Nature Storytime with Miss Jan
Sat, Sep 20, 1:00 PM
Puddle Town · Beekley Community Library
A Date Night Adventure! - Middletown scavenger hunt
Today at 3:00 PM + 40 more
South Farms · Washington & Broad
A Date Night Adventure! - Middletown scavenger hunt
Today at 3:00 PM + 40 more
South Farms · Washington & Broad
TRAW Thursday Ride After Work @ Rockhouse Moosehill
Today at 6:00 PM + 1 more
Connecticut · Moose Hill Parking lot
TRAW Thursday Ride After Work @ Rockhouse Moosehill
Today at 6:00 PM + 1 more
Connecticut · Moose Hill Parking lot
SPECIAL EVENT - END OF SEASON RIDE @ Rockhouse Moosehill Rd
Thu, Sep 4, 6:00 PM
Connecticut · Moose Hill Road
SPECIAL EVENT - END OF SEASON RIDE @ Rockhouse Moosehill Rd
Thu, Sep 4, 6:00 PM
Connecticut · Moose Hill Road
Nearly full
AmaWaterways River Cruising Event featuring our 2026 Hosted Cruise
Wed, Sep 17, 6:00 PM
Couse · Blue Skies Travel
Nearly full
AmaWaterways River Cruising Event featuring our 2026 Hosted Cruise
Wed, Sep 17, 6:00 PM
Couse · Blue Skies Travel
American Cruise Lines - Explore America's Waterways!
Thu, Oct 2, 6:00 PM
Couse · Blue Skies Travel
American Cruise Lines - Explore America's Waterways!
Thu, Oct 2, 6:00 PM
Couse · Blue Skies Travel

Trends in Great Barrington

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Frequently asked questions about Great Barrington

What are the best events to attend?

According to Eventbrite, the best events are:

Oct 4 Sat: Hike Labyrinth & Lemon Squeezer w Transport $49

Hike to Campbell Falls

Monday Intermediate ride, George C Waldo State Park

CT Trail Symposium "CT's Trail Community"

Which events are currently trending in Great Barrington?

The trending searches this month in Great Barrington are:

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Which events are coming up?

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

A Date Night Adventure! - Middletown scavenger hunt

TRAW Thursday Ride After Work @ Rockhouse Moosehill

Bennington Bash Scavenger Hunt

Bennington Bash Amazing Race & Tour