Travel & outdoor events in Bennington, VT

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

Summer Night Walk
Sat, Aug 30, 8:00 PM
The Willows at Brandow Point
Summer Night Walk
Sat, Aug 30, 8:00 PM
The Willows at Brandow Point
Sales end soon
Hudson Hustle Amazing Race & Tour
Today at 11:00 AM + 247 more
The Maker Cafe
Sales end soon
Hudson Hustle Amazing Race & Tour
Today at 11:00 AM + 247 more
The Maker Cafe
Sales end soon
An Exciting Scavenger Hunt! - Claremont Caper: Downtown Dash
Today at 8:00 AM + 148 more
Bandstand
Sales end soon
An Exciting Scavenger Hunt! - Claremont Caper: Downtown Dash
Today at 8:00 AM + 148 more
Bandstand
Hot Tub: 12th Annual Thanksgiving Killington $319 (2 Nights + Transport)
Fri, Nov 28, 4:00 PM
Killington Resort
Hot Tub: 12th Annual Thanksgiving Killington $319 (2 Nights + Transport)
Fri, Nov 28, 4:00 PM
Killington Resort
Queer Community Nights: Inside Activities for Outdoor Adventures (3rd Thur)
Thu, Aug 21, 6:00 PM + 4 more
Hudson Boulders
Queer Community Nights: Inside Activities for Outdoor Adventures (3rd Thur)
Thu, Aug 21, 6:00 PM + 4 more
Hudson Boulders
2025 Christmas Dec 25-28 Killington $459 (3 Nights + Transport)
Thu, Dec 25, 4:00 PM
Killington Resort
2025 Christmas Dec 25-28 Killington $459 (3 Nights + Transport)
Thu, Dec 25, 4:00 PM
Killington Resort
2026 New Year Jan 1-4 Killington & Sugarbush $469 (3 Nights + Transport)
Thu, Jan 1, 4:00 PM
Killington Resort
2026 New Year Jan 1-4 Killington & Sugarbush $469 (3 Nights + Transport)
Thu, Jan 1, 4:00 PM
Killington Resort
Sales end soon
A Thrilling Scavenger Hunt! - Catskill Caper Dazzling Downtown Dash
Today at 8:00 AM + 263 more
280 W Main St
Sales end soon
A Thrilling Scavenger Hunt! - Catskill Caper Dazzling Downtown Dash
Today at 8:00 AM + 263 more
280 W Main St
AmaWaterways River Cruising Event featuring our 2026 Hosted Cruise
Wed, Sep 17, 6:00 PM
Blue Skies Travel
AmaWaterways River Cruising Event featuring our 2026 Hosted Cruise
Wed, Sep 17, 6:00 PM
Blue Skies Travel
American Cruise Lines - Explore America's Waterways!
Thu, Oct 2, 6:00 PM
Blue Skies Travel
American Cruise Lines - Explore America's Waterways!
Thu, Oct 2, 6:00 PM
Blue Skies Travel
Tune in to Nature: Mindful Birding & Journaling Retreat
Sat, Aug 30, 1:00 PM
Mercy Ecospirituality Center
Tune in to Nature: Mindful Birding & Journaling Retreat
Sat, Aug 30, 1:00 PM
Mercy Ecospirituality Center
Sales end soon
Amazing Scavenger Hunt! - Windsor's Robbins & Relics Adventure
Today at 8:00 AM + 226 more
196 Main St
Sales end soon
Amazing Scavenger Hunt! - Windsor's Robbins & Relics Adventure
Today at 8:00 AM + 226 more
196 Main St
Sales end soon
Embracing Nature - Field and Forest Culture and Arts Festival 擁抱自然— 田園森林文化藝
Tomorrow at 1:00 PM
33 Tao Rd
Sales end soon
Embracing Nature - Field and Forest Culture and Arts Festival 擁抱自然— 田園森林文化藝
Tomorrow at 1:00 PM
33 Tao Rd
Wildlife Enhancement Woodland Walk at Siuslaw Model Forest
Sat, Sep 13, 10:00 AM
Siuslaw Model Forest - Cornell Cooperative Extension
Wildlife Enhancement Woodland Walk at Siuslaw Model Forest
Sat, Sep 13, 10:00 AM
Siuslaw Model Forest - Cornell Cooperative Extension
Bus Trip to Salem, Mass. with Brown Coach
Sat, Oct 18, 6:30 AM
The Arc Lexington
Bus Trip to Salem, Mass. with Brown Coach
Sat, Oct 18, 6:30 AM
The Arc Lexington
Selling quickly
Bus Trip to New York City with Brown Coach
Sat, Dec 13, 6:30 AM
465 N Perry St
Selling quickly
Bus Trip to New York City with Brown Coach
Sat, Dec 13, 6:30 AM
465 N Perry St
Sales end soon
8/17 11:00 AM Key Stone Arch Bridges Trail Hike and Picnic Lunch
Sunday at 11:00 AM
Keystone Arches Trailhead
Sales end soon
8/17 11:00 AM Key Stone Arch Bridges Trail Hike and Picnic Lunch
Sunday at 11:00 AM
Keystone Arches Trailhead
A Date Night Adventure! - Spirit of Adventure in Springfield
Today at 8:00 AM + 119 more
The Puritan
A Date Night Adventure! - Spirit of Adventure in Springfield
Today at 8:00 AM + 119 more
The Puritan
Amazing Scavenger Hunt! - Spirit of Adventure in Springfield
Today at 7:00 AM + 124 more
The Puritan
Amazing Scavenger Hunt! - Spirit of Adventure in Springfield
Today at 7:00 AM + 124 more
The Puritan
Bike Around Kinderhook
Sat, Sep 27, 9:00 AM
1007 Kinderhook St
Bike Around Kinderhook
Sat, Sep 27, 9:00 AM
1007 Kinderhook St

Trends in Bennington

Explore more trends

Frequently asked questions about Bennington

What are the best events to attend?

According to Eventbrite, the best events are:

Summer Night Walk

Hudson Hustle Amazing Race & Tour

Hot Tub: 12th Annual Thanksgiving Killington $319 (2 Nights + Transport)

Queer Community Nights: Inside Activities for Outdoor Adventures (3rd Thur)

Which events are currently trending in Bennington?

The trending searches this month in Bennington are:

craft fair

car show

monument art and cultural center

halloween

Which events are coming up?

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

Amazing Scavenger Hunt! - Spirit of Adventure in Springfield

An Exciting Scavenger Hunt! - Claremont Caper: Downtown Dash

A Thrilling Scavenger Hunt! - Catskill Caper Dazzling Downtown Dash

Amazing Scavenger Hunt! - Windsor's Robbins & Relics Adventure

Summer Night Walk

Summer Night Walk

Hudson Hustle Amazing Race & Tour

Hudson Hustle Amazing Race & Tour

An Exciting Scavenger Hunt! - Claremont Caper: Downtown Dash

An Exciting Scavenger Hunt! - Claremont Caper: Downtown Dash

Hot Tub: 12th Annual Thanksgiving Killington $319 (2 Nights + Transport)

Hot Tub: 12th Annual Thanksgiving Killington $319 (2 Nights + Transport)

Queer Community Nights: Inside Activities for Outdoor Adventures (3rd Thur)

Queer Community Nights: Inside Activities for Outdoor Adventures (3rd Thur)

2025 Christmas Dec 25-28 Killington $459 (3 Nights + Transport)

2025 Christmas Dec 25-28 Killington $459 (3 Nights + Transport)

2026 New Year Jan 1-4 Killington & Sugarbush $469 (3 Nights + Transport)

2026 New Year Jan 1-4 Killington & Sugarbush $469 (3 Nights + Transport)

A Thrilling Scavenger Hunt! - Catskill Caper Dazzling Downtown Dash

A Thrilling Scavenger Hunt! - Catskill Caper Dazzling Downtown Dash

AmaWaterways River Cruising Event featuring our 2026 Hosted Cruise

AmaWaterways River Cruising Event featuring our 2026 Hosted Cruise

American Cruise Lines - Explore America's Waterways!

American Cruise Lines - Explore America's Waterways!

Tune in to Nature: Mindful Birding & Journaling Retreat

Tune in to Nature: Mindful Birding & Journaling Retreat

Amazing Scavenger Hunt! - Windsor's Robbins & Relics Adventure

Amazing Scavenger Hunt! - Windsor's Robbins & Relics Adventure

Embracing Nature - Field and Forest Culture and Arts Festival 擁抱自然— 田園森林文化藝

Embracing Nature - Field and Forest Culture and Arts Festival 擁抱自然— 田園森林文化藝

Wildlife Enhancement Woodland Walk at Siuslaw Model Forest

Wildlife Enhancement Woodland Walk at Siuslaw Model Forest

Bus Trip to Salem, Mass. with Brown Coach

Bus Trip to Salem, Mass. with Brown Coach

Bus Trip to New York City with Brown Coach

Bus Trip to New York City with Brown Coach

8/17 11:00 AM Key Stone Arch Bridges Trail Hike and Picnic Lunch

8/17 11:00 AM Key Stone Arch Bridges Trail Hike and Picnic Lunch

A Date Night Adventure! - Spirit of Adventure in Springfield

A Date Night Adventure! - Spirit of Adventure in Springfield

Amazing Scavenger Hunt! - Spirit of Adventure in Springfield

Amazing Scavenger Hunt! - Spirit of Adventure in Springfield

Bike Around Kinderhook

Bike Around Kinderhook

Things to do around Bennington

Trends in Bennington

1. Craft fair

2. Car show

3. Monument art and cultural center

4. Halloween

5. September

6. Pride events

7. Matt rife

8. Kids events

9. Vendors needed

10. Theater

11. October events

12. Goat yoga