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Top Outdoor Activities In Brattleboro, Vermont

Step into the vibrant world of Brattleboro, where the charm of New England meets the thrill of outdoor activities. Known as Vermont Arts Town, this lively city offers a unique way to explore with our exciting outdoor activities. From scenic Connecticut River views to bustling farmers markets, Brattleboro is your gateway to unforgettable experiences. Discover hidden gems and iconic landmarks that promise adventure at every turn.

Adventurers exploring in Brattleboro!

Outdoor Experiences in Brattleboro, Vermont

Welcome to our expertly curated list of outdoor activities in Brattleboro! Each activity is designed to bring excitement and discovery, offering a unique blend of fun and adventure for all ages. Whether you are seeking thrills or leisurely exploration, our selection promises something new and exhilarating for everyone.

Top Rated
Brattleboro‘s Bountiful Bonanza Hunt Scavenger Hunt card image
green star 4.9 (19 reviews)

Brattleboro‘s Bountiful Bonanza Hunt Scavenger Hunt

Downtown, Brattleboro, Vermont

Brattle your senses with our downtown Brattleboro scavenger hunt! Discover hidden gems,...

See Top Rated Brattleboro Hunt

More Hunts Nearby

Can't find what you're looking for in Brattleboro? Check out these great scavenger hunts within 30 miles.

15.2 mi away
Keene's Keen Search Scavenger Hunt card image
green star 5.0 (24 reviews)

Keene's Keen Search Scavenger Hunt

Downtown, Keene, New Hampshire

Keene is so charming, even the murals might wink at you! Our Downtown scavenger hunt lets...

See Top Rated Brattleboro Hunt
16.8 mi away
Turners Falls Treasure Trek Scavenger Hunt card image
green star 5.0 (20 reviews)

Turners Falls Treasure Trek Scavenger Hunt

Downtown, Turners Falls, Massachusetts

Turner up the fun in Downtown Turners Falls! Join our scavenger hunt to uncover hidden...

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20.5 mi away
Bellows Falls Scavenger Hunt Scavenger Hunt card image
green star 5.0 (12 reviews)

Bellows Falls Scavenger Hunt Scavenger Hunt

North Walpole, Walpole, New Hampshire

Walpole‘s secrets are unveiled in our North Walpole scavenger hunt! Discover hidden gems...

See Top Rated Brattleboro Hunt
about outdoor activities

An Epic Brattleboro, Vermont experience

Unleash your adventurous spirit by exploring Brattleboro alongside iconic landmarks like historic plazas and vibrant street art.
Rally your crew with trivia quests, bold photo dares, and wild scavenger challenges that earn points and unlock bragging rights in our sleek app—compare your scores and celebrate victories together.
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How Our Brattleboro, Vermont Outdoor Activities Work

Our team has meticulously researched over 3,050 cities worldwide including more than 50 locations in Northeast alone! Our expertly crafted tours feature clear instructions complemented by route maps ensuring seamless navigation throughout each adventure.

Embark on foot-based explorations tackling trivia questions at historical markers; engage photo challenges near murals; solve puzzles beside public art installations—all while earning points via our award-winning app comparing scores across various citywide events.

Man on a scavenger hunt walking tour
Hunt Map Brattleboro
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Top Outdoor Attractions In Brattleboro

Brattleboro's top attractions offer an array of outdoor activities that captivate both locals and visitors alike. Experience the breathtaking beauty of Retreat Farm Trails or immerse yourself in the cultural richness at Living Memorial Park. Each location boasts it's own appeal, inviting you to dive into new adventures. Click on each location to see related activities.

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1940: Hotel Brooks, Brattleboro, VT

Explore the historic Hotel Brooks site, a must-see for it's rich history and vibrant past. Imagine the lively 1940s as you enjoy outdoor activities in Brattleboro.
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1941: Buildings in Brattleboro

Walk among 1941-era buildings in Vermont's Cultural Gem. Spot unique window arches and the oldest storefront sign while enjoying outdoor activities in Brattleboro.
3

1884: CL Howe photo of the Brooks House

Discover Brooks House, a favorite for city tours and local art missions. Feel the energy of past puzzle-solvers as you enjoy outdoor activities in Brattleboro.
4

1940: Main St.

Explore Main Street, Vermont’s Artsy Hub, where every step reveals a story. Enjoy fresh riddles and laughter as you take in outdoor activities in Brattleboro.
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The First Building of the Centre Congregational Church

Pause at this historic landmark where the first Centre Congregational Church stood, perfect for appreciating Brattleboro's rich history during your outdoor adventures.
6

Hermit Thrush

Spot the Hermit Thrush sculpture, symbolizing Vermont's natural beauty. Enjoy connecting with Brattleboro’s artsy energy during your outdoor explorations.
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1907: Main Street Looking South in Brattleboro

Explore Main Street’s southern view, capturing historic storefronts and recreating past vibes during your outdoor adventures in Vermont’s Cultural Gem.
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1902: President Theodore Roosevelt Speaking in Brattleboro

Admire this Neo-Colonial clock tower as you explore Brattleboro’s past through engaging outdoor activities that capture it's historical essence.
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Canal Street Schoolhouse Clock

Admire this historic building with it's classic exterior and striking clock during your outdoor adventures in Brattleboro, embracing it's cultural significance.
1

1940: Hotel Brooks, Brattleboro, VT

Explore the historic Hotel Brooks site, a must-see for it's rich history and vibrant past. Imagine the lively 1940s as you enjoy outdoor activities in Brattleboro.
2

1941: Buildings in Brattleboro

Walk among 1941-era buildings in Vermont's Cultural Gem. Spot unique window arches and the oldest storefront sign while enjoying outdoor activities in Brattleboro.
3

1884: CL Howe photo of the Brooks House

Discover Brooks House, a favorite for city tours and local art missions. Feel the energy of past puzzle-solvers as you enjoy outdoor activities in Brattleboro.

See our Top Outdoor Activities By Neighborhood

Explore the diverse neighborhoods of Brattleboro through our engaging outdoor activities. From artsy corners filled with galleries to vibrant streets lined with local shops, each area offers it's own unique charm. Click on these neighborhoods to see the related activity.

20.5 mi away
Downtown card image
green star 4.9 (1 reviews)

Downtown

Downtown, Brattleboro, Vermont

Explore Downtown Brattleboro, a top attraction for visitors. With sights like the Wells Fountain Lions and Delectable Mountain Cloth, it is perfect for sightseeing....

See Top Rated Brattleboro Hunt
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12,000+ Reviews For our Hunts

See what people say about our outdoor activities in Brattleboro

Join countless happy adventurers who have discovered the magic of outdoor activities in Brattleboro! With glowing reviews and star ratings, our offerings promise fun and excitement for everyone. Hear snippets from satisfied explorers who rave about their experiences.

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If you're looking for things to do in Brattleboro, this is it! A great mix of fun and education while exploring historic landmarks.
Brian J.
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A wonderful way to spend an afternoon! The history of Main Street really came alive during our walking tour in downtown Brattleboro.
Megan T.
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This experience was one of my favorites! We discovered cool places around town that we would have missed otherwise.
Chris A.
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I had such a blast on this self-guided tour. The app made it easy to navigate while enjoying all the sights in downtown Brattleboro.
Laura M.
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The tour gave us an insider's look at iconic sites like the Brooks House. A fun way to see what makes downtown Brattleboro special.
Daniel G.
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Exploring Canal Street Schoolhouse Clock was amazing. This outdoor activity is a must-do for anyone visiting Brattleboro.
Jessica D.
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What a great date idea! We enjoyed wandering around and learning about the First Building of the Centre Congregational Church together.
David B.
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We loved our scavenger hunt experience in downtown Brattleboro. It was perfect for our family and kept everyone engaged!
Sarah W.
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This walking tour in downtown Brattleboro was such a fun way to discover hidden gems and historical spots I never knew existed.
Michael S.
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I had a fantastic time exploring the Vermont Landscape. It was a unique experience that brought Brattleboro's history to life.
Emily J.
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A fantastic thing to do while visiting Brattleboro! We enjoyed every moment exploring and learning about its rich history.
Matthew W.
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This walking tour was so engaging! We uncovered some real treasures in downtown Brattleboro that we never knew existed.
Sophia L.
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I loved using ScavengerHunt.com to navigate through historic points of interest in Brattleboro. Such a cool way to discover!
James R.
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A great way to explore downtown! The murals and historical sites made for an exciting experience that we won't forget.
Laura M.
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This self-guided tour was an awesome way to see iconic spots in Brattleboro. I loved learning about local history while having fun.
Daniel G.
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Exploring along Canal Street Schoolhouse Clock was amazing. The outdoor experience made it even better, perfect for a sunny day.
Jessica D.
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What a perfect date idea! We enjoyed discovering hidden gems around downtown Brattleboro together. Highly recommend for couples.
David B.
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We took the kids on this fun adventure and they loved it. A fantastic family-friendly activity in the heart of Brattleboro.
Sarah W.
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The First Building of the Centre Congregational Church was a highlight on our walking tour. A great way to learn about Brattleboro's history.
Michael S.
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I had a blast exploring the Vermont Landscape in Brattleboro. It was such a unique experience to see the city from this perspective.
Emily J.

FAQs.

LOCAL INSIGHTS

Fun Brattleboro Facts and Hidden Gems

Did you know that Brattleboro's origins date back to 1753 when it was first chartered? This charming town quickly became a hub for arts and culture in Vermont.

Today, it is renowned for it's vibrant community events like the Marlboro Music Festival which attracts visitors from all over the world eager to experience it's rich history firsthand.
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Founders Charlie and Mike
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