Feel the thrill as you embark on adventures like Old Bennington Scavenger Hunt and Bennington College Scavenger Hunt—each weaving you through iconic plazas, vibrant murals, and tucked-away treasures in historic Old-Bennington.
Bring your group together for trivia quests, bold photo dares, and wild challenges that rack up points in our sleek app—compare scores instantly and celebrate every win as a team!
Top Outdoor Activities In Old Bennington, Vermont
Step into the heart of Old-Bennington, where Revolutionary Battle Town charm meets vibrant Green Mountain Foothills energy. Stroll beneath leafy canopies, pass historic monuments, and feel the pulse of Monument City Tours come alive. Outdoor Activities in Old Bennington are your ticket to uncovering local legends and hidden nooks while soaking up the best views. Whether you are a first-time visitor or a seasoned local, adventure awaits around every corner.
Adventurers exploring in Old Bennington!
Outdoor Experiences in Old Bennington, Vermont
Get ready for an unforgettable journey through our expertly curated list of outdoor activities in Old Bennington! Each experience is designed to reveal the city’s unique blend of history, art, and lively community spirit. From exploring iconic landmarks to discovering secret alleys filled with stories, these outdoor activities promise excitement and discovery at every turn. Embrace your sense of adventure as you dive into challenges that spark laughter, teamwork, and friendly competition—perfect for families, friends, or anyone looking for something truly memorable.
Top Rated
5.0 (24 reviews)
The Revolutionary Ways of Bennington Scavenger Hunt
Downtown, Old Bennington, Vermont
Join our thrilling scavenger hunt in Downtown Old Bennington, Vermont! Discover hidden...
5.0 (15 reviews)
Bennington College Hunt
Bennington College, Old Bennington, Vermont
Experience a self-guided Bennington College tour with an app-led scavenger hunt packed...
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The Hopper Haunting
downtown ghost hunt, Williamstown, Massachusetts
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Eyes on the Ephs: Williams College Hunt
Williams College, Williamstown, Massachusetts
Experience a self-guided, app-led Williams College tour packed with trivia, photo...
23.3 mi away
5.0 (13 reviews)
Bemis Heights Bonanza Blitz Scavenger Hunt
Downtown, Bemis Heights, New York
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Schuyler‘s Swashbuckling Scavenger Soiree Scavenger Hunt
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Embark on a thrilling scavenger hunt in Schuylerville‘s downtown, exploring historic...
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From Mills to Thrills: The Cohoes Hunt Scavenger Hunt
Downtown, Cohoes, New York
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From Labs to Legends: The RPI Scavenger Challenge
Rensselaer Polytechnic Institute, Troy, New York
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An Epic Old Bennington, Vermont experience
How Our Old Bennington, Vermont Outdoor Activities Work
Our team has researched 3,050+ cities—including over 50 options across the Northeast—to create outstanding outdoor activities tailored specifically for each destination like Old Bennington. Every activity comes with clear instructions, route maps featuring must-sees and hidden gems plus clever challenge quizzes.
During your experience you will explore on foot: solve trivia at historical markers, complete photo tasks at public art installations or murals nearby campus greenspaces—all tracked by our award-winning app which let's teams earn points and compete citywide.
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Top Outdoor Attractions In Old Bennington
Old Bennington attractions offer a tapestry of must-see sights—think towering monuments honoring Vermont’s past, lush green spaces dotted with colonial architecture, and streets alive with local culture. Our outdoor activities let you view Old Bennington from fresh perspectives: wander by the legendary Old First Church or snap creative photos near Ethan Allen’s legacy sites. Each stop is packed with engaging tasks that bring sightseeing to life through immersive fun. Click on each location to see related activities.
1
Captain Samuel Robinson Memorial
Explore the Captain Samuel Robinson Memorial, a must-see in Old Bennington. Discover it's colonial charm and enjoy outdoor activities while learning about Vermont's history.
2
William Lloyd Garrison
Reflect at the William Lloyd Garrison Monument, an outdoor activity that inspires with it's story of justice. Capture photos and enjoy this unique Old Bennington attraction.
3
Site of the Catamount Tavern
Uncover the lively past at Catamount Tavern, a key stop on the Revolutionary Trailblazer route. Enjoy outdoor activities and soak up New England's charm.
4
Bennington Battle Monument
Marvel at New England's tallest tribute to freedom, the Bennington Battle Monument. Perfect for outdoor activities, it pulses with Revolutionary spirit.
5
Abraham Lincoln Statue
Stand before 'The Spirit of America,' Abraham Lincoln Statue, a Green Mountain Gem. Enjoy outdoor art and spot local favorite details on your city tour.
6
Old First Church
Stroll past Old First Church, a Colonial Adventure Hub in Old Bennington. Perfect for sightseeing and capturing autumn’s vibrant colors.
7
Colonel Seth Warner
Discover outdoor activities in Old Bennington where Revolutionary Battle Town history meets the Green Mountain Foothills. Enjoy a stroll past classic Vermont architecture and spot unique details locals love to share.
8
Jennings Music Building
Explore the Green Mountain Foothills and discover hidden gems along historic village walks. Feel the charm of Monument City Tours as you stroll past Colonial New England architecture in Old Bennington.
9
Crossett Library
Wander through Vermont Covered Bridge Capital and experience outdoor activities that highlight Ethan Allen's Legacy. Let the fresh air and local trivia add a spark to your day trip in Old Bennington.
10
Tishman Auditorium
Take in the beauty of Monument City Tours while exploring scenic Vermont drives. Outdoor things to do include admiring Bennington Pottery Craft displayed along picturesque paths in Old Bennington.
11
Suzanne Lemberg Usdan Gallery
Enjoy a peaceful stroll through historic village walks surrounded by Green Mountain Foothills. Outdoor activities here blend Ethan Allen's Legacy with the vibrant atmosphere of Monument City Tours.
12
Greenwall Auditorium
Experience outdoor activities at their best with scenic Vermont drives and views of Revolutionary Battle Town landmarks. Local tip: Look for hidden pottery pieces crafted by Bennington artisans along your walk.
13
Bennington College Student Center
Step into the Vermont Covered Bridge Capital for an outdoor adventure featuring historic village walks and glimpses of Ethan Allen's Legacy. Each path reveals a new facet of Monument City Tours.
See our Top Outdoor Activities By Neighborhood
Discover how each neighborhood in Old Bennington adds it's own flair to outdoor activities—from scenic drives along covered bridges to artistic corners brimming with New England charm. Dive deeper: click on these neighborhoods to see the related activity.
26 mi away
5.0 (1 reviews)
Downtown
Downtown, Old Bennington, Vermont
Discover Downtown Old Bennington's must-see attractions like the First Congregational Church and the Catamount Tavern site. This charming area is perfect for day trips,...
26 mi away
5.0 (1 reviews)
Bennington College
Bennington College, Old Bennington, Vermont
Experience Old Bennington through the vibrant atmosphere of Bennington College. From Crossett Library to Tishman Auditorium, every corner offers something new. This...
12,000+ Reviews For our Hunts
See what people say about our outdoor activities in Old Bennington
Our outdoor activities have earned glowing reviews from happy adventurers across Old Bennington! One guest raved about their five-star day exploring hidden gems and making new memories. Trust our top-rated experiences—locals and visitors agree they are a must-do in Monument City Tours.
A great thing to do in Old Bennington! The Corkscrew Railroad site was fascinating and added so much character to our day out.
Ethan L.
What an enjoyable walking tour through Downtown! I discovered so many interesting facts about places I thought I knew well.
Isabella H.
This experience was perfect for our group outing. We laughed, learned, and explored iconic landmarks like the Bennington Battle Monument.
Noah R.
We had an incredible time on this self-guided tour around Downtown. It was a fun way for tourists to see points of interest in Old Bennington.
Ava M.
FAQs.
LOCAL INSIGHTS
Fun Old Bennington Facts and Hidden Gems
Old-Bennington began as a colonial outpost steeped in Revolutionary War history—a place where Ethan Allen’s Green Mountain Boys once marched! Today it blends rich heritage with small-town warmth.
Did you know this village is home to one of Vermont’s oldest churches? The area’s covered bridges draw visitors year-round seeking classic New Engl
Did you know this village is home to one of Vermont’s oldest churches? The area’s covered bridges draw visitors year-round seeking classic New Engl
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