Feel the rush as you explore Old Bennington Scavenger Hunt,Bennington College Scavenger Hunt, and more—each one guiding you through iconic landmarks or secret nooks across Old-Bennington.
Gather your team for trivia quests, bold photo dares, and wild challenges that rack up points in our sleek app—compare scores and celebrate victories together.
Top Outdoor Activities In Old Bennington, Vermont
Step into the heart of Old-Bennington, where Colonial New England charm meets adventure at every turn. From the storied streets near Monument City Tours to the lush Green Mountain Foothills, outdoor activities offer a fresh way to view Old Bennington and it's must-see sights. Whether you are a local or visiting Old Bennington for a day trip, these experiences promise excitement and discovery. Get ready to unlock the best things to do in this historic Vermont gem.
Outdoor Experiences in Old Bennington, Vermont
Ready for something unforgettable? Our expertly curated list of outdoor activities in Old Bennington is designed for thrill-seekers, history buffs, and families alike. Each activity blends unique challenges with hands-on exploration, letting you uncover hidden corners and iconic sites through interactive play. Dive into an adventure that transforms sightseeing into an energetic quest—perfect for anyone seeking top experiences in Revolutionary Battle Town or planning their next group outing.
Top Rated
5.0 (24 reviews)
The Revolutionary Ways of Bennington Scavenger Hunt
Downtown, Old Bennington
Join our thrilling scavenger hunt in Downtown Old Bennington, Vermont! Discover hidden...
5.0 (15 reviews)
Bennington College Hunt
Bennington College, Old Bennington
Experience a self-guided Bennington College tour with an app-led scavenger hunt packed...
An Epic Old Bennington, Vermont experience
How Our Old Bennington, Vermont Outdoor Activities Work
Our expert team has researched over 3,050 cities worldwide—including dozens of outdoor activities throughout the Northeast—to bring you immersive adventures packed with local flavor. Every experience features clear instructions, custom route maps, challenge quizzes tailored just for each city.
During every activity in Old-Bennington your crew explores on foot: answering trivia at monuments, snapping photos at murals or public art installations, solving puzzles at key locations—all tracked by our award-winning app so teams can compete citywide.
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Top Outdoor Attractions In Old Bennington
Old Bennington attractions come alive with our engaging outdoor activities! Wander past the towering Bennington Battle Monument, stroll beneath covered bridges that earned Vermont it's nickname, and soak up vibrant art galleries along historic village walks. These activities bring you face-to-face with Ethan Allen's legacy and let you experience live music spots or craft beer stops along your route. Click on each location to see related activities.
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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.
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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.
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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.
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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.
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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.
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Old First Church
Stroll past Old First Church, a Colonial Adventure Hub in Old Bennington. Perfect for sightseeing and capturing autumn’s vibrant colors.
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The "Corkscrew" Railroad
Wind along the former 'Corkscrew' Railroad in Vermont’s Monumental Village. Enjoy fresh air and teamwork as you explore this unique location.
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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.
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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.
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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.
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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.
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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.
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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 offers it's own flavor of outdoor fun—from scenic drives by classic architecture to peaceful green spaces perfect for family friendly adventures. For more ways to explore what makes these areas special, click on these neighborhoods to see the related activity.
12,000+ Reviews For our Hunts
See what people say about our outdoor activities in Old Bennington
Our outdoor activities have delighted countless visitors and locals across Old Bennington, earning glowing reviews and five-star ratings from happy adventurers. One recent guest shared: 'A fantastic way to experience Monument City Tours with friends!' Trust our proven track record as you plan your next outing in Vermont’s most charming town.
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.
What are some fun Outdoor Activities in Old Bennington?
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I am new to Old Bennington what do you recommend?
I am a Old Bennington local would this be fun for me?
What is the full list of all the scavenger hunts and activities that I can do in Old Bennington
LOCAL INSIGHTS
Fun Old Bennington Facts and Hidden Gems
Did you know that Old Bennington was once a pivotal stronghold during the Revolutionary War? It's legendary Battle Monument stands tall as a tribute to those who shaped American history.
Beyond it's historic roots, Old Bennington is known as Vermont’s Covered Bridge Capital—a nod to it's scenic drives and quaint village vibes that have charmed
Beyond it's historic roots, Old Bennington is known as Vermont’s Covered Bridge Capital—a nod to it's scenic drives and quaint village vibes that have charmed
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