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Top Outdoor Activities In Windsor, Vermont

Windsor, Vermont, the Birthplace of Vermont, offers a treasure trove of outdoor activities perfect for both tourists and locals. Discover the charm of Windsor through our engaging outdoor activities that promise an unforgettable adventure. Whether you are exploring the vibrant streets or enjoying scenic views from Mount Ascutney, these experiences will captivate your senses and leave you yearning for more.

Adventurers exploring in Windsor!

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4.8/5 stars for 2,000 Adventurers in Windsor & 5,000,000 ADVENTURERS Around The World

Outdoor Experiences in Windsor, Vermont

Embark on an exhilarating journey with our expertly curated list of outdoor activities in Windsor. Each activity promises unique thrills and excitement, inviting you to dive deeper into the heart of this charming city. Get ready to uncover hidden gems and create lasting memories as you explore Windsor's wonders.

Top Rated
Windsor's Robbins & Relics Adventure Scavenger Hunt card image
green star 5.0 (25 reviews)

Windsor's Robbins & Relics Adventure Scavenger Hunt

Downtown, Windsor, Vermont

Windsor, where Vermont and history unite! Join our scavenger hunt to unravel downtown‘s...

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More Hunts Nearby

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

7.9 mi away
Claremont Caper: Downtown Dash Scavenger Hunt card image
green star 5.0 (19 reviews)

Claremont Caper: Downtown Dash Scavenger Hunt

Downtown, Claremont, New Hampshire

Get ready to clear your schedules for a thrilling scavenger hunt adventure in downtown...

See Top Rated Windsor Hunt
12 mi away
Woodstock Wonders & Whimsical Hunts Scavenger Hunt card image
green star 4.9 (21 reviews)

Woodstock Wonders & Whimsical Hunts Scavenger Hunt

Downtown, Woodstock, Vermont

Woodstock‘s history is elm-entary! Join our scavenger hunt for hidden gems & downtown...

See Top Rated Windsor Hunt
16.1 mi away
 Hanover's Stop-Over Scavenger Hunt card image
green star 5.0 (14 reviews)

Hanover's Stop-Over Scavenger Hunt

Downtown, Hanover, New Hampshire

Discover the hidden gems of Hanover's Downtown neighborhood on our thrilling two-mile...

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16.3 mi away
Dartmouth’s Big Green Hunt card image
green star 5.0 (18 reviews)

Dartmouth’s Big Green Hunt

Dartmouth College, Hanover, New Hampshire

Experience a self-guided Dartmouth College tour with an app-led scavenger hunt featuring...

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24 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 Windsor Hunt
about outdoor activities

An Epic Windsor, Vermont experience

Discover Windsor Vermont Scavenger Hunt,Windsor Vermont Scavenger Hunt,Windsor Vermont Scavenger Hunt,Windsor Vermont Scavenger Hunt,Windsor Vermont Scavenger Hunt,Windsor Vermont Scavenger Hunt,Windsor Vermont Scavenger Hunt while exploring iconic landmarks or hidden gems in Windsor.
Rally teams with trivia quests, photo dares, and scavenger challenges that highlight app-based scoring and social fun.
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How Our Windsor, Vermont Outdoor Activities Work

Our team has meticulously researched over 3,050 cities worldwide to bring you exceptional outdoor activities tailored just for you. Each experience involves exploring on foot while tackling trivia questions at historical markers or photo challenges at murals.

Earn points through our app as your team completes puzzles at public art installations across various locations within each city.

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

Windsor's top attractions offer a stunning backdrop for unforgettable outdoor activities. From the iconic Cornish-Windsor Covered Bridge to the lush trails of Paradise Park, each location provides a unique experience waiting to be discovered. Click on each location to see related activities.

1

Robbins & Lawrence Machine Shop

Explore the artistry of Windsor's industrial age. Capture photos of the stately exterior and delve into local trivia about the Green Mountain Gateway's storied past.
2

Robbins and Lawrence Armory and Machine Shop

Uncover Windsor's precision legacy on your walking tour. Spot architectural quirks and hunt for hidden gems in Vermont's Artisans' Haven.
3

Dinah: Vermont's Best-Known Enslaved Person.

Solve riddles and discover Dinah's story woven into Windsor's fabric. Reflect on the city's role as the Birthplace of Vermont.
4

: Townsend House on 5 Court Street in Windsor

Admire classic architecture in the Connecticut River Charm district. Imagine generations who've called this place home.
5

1941: Aluminum Collected for the War Effort in Windsor

Celebrate Windsor's community spirit with a creative shot. Learn a fun fact about WWII efforts and appreciate the city's resilience.
6

Windsor Veterans Memorial

Honor generations of service in Vermont. Capture group selfies, uncover local trivia, and reflect on stories shaping Americana legacy.
7

Windsor’s First Meeting House

Engage in outdoor activities at Vermont’s core. Solve riddles, enjoy nature, and savor standing at a true Green Mountain Gateway.
1

Robbins & Lawrence Machine Shop

Explore the artistry of Windsor's industrial age. Capture photos of the stately exterior and delve into local trivia about the Green Mountain Gateway's storied past.
2

Robbins and Lawrence Armory and Machine Shop

Uncover Windsor's precision legacy on your walking tour. Spot architectural quirks and hunt for hidden gems in Vermont's Artisans' Haven.
3

Dinah: Vermont's Best-Known Enslaved Person.

Solve riddles and discover Dinah's story woven into Windsor's fabric. Reflect on the city's role as the Birthplace of Vermont.

See our Top Outdoor Activities By Neighborhood

Explore Windsor's neighborhoods where outdoor activities abound, offering endless opportunities for adventure and discovery. Click on these neighborhoods to see the related activity.

24 mi away
Downtown card image
green star 5.0 (1 reviews)

Downtown

Downtown, Windsor, Vermont

Windsor's Downtown is a treasure trove of unique things to do. Visit the Robbins & Lawrence Machine Shop or stroll through historic sites like the Old South...

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

See what people say about our outdoor activities in Windsor

Our customers in Windsor rave about their experiences with our outdoor activities. With glowing testimonials and stellar star ratings, it is clear why so many trust us for their adventures in this beautiful city.

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We had an amazing time on this scavenger hunt! It turned out to be a great date night experience filled with laughter and discovery in downtown.
Ryan A.
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Such a cool thing to do in Windsor! The historical walks were informative, making it an enjoyable experience for everyone involved.
Samantha W.
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This walking tour of downtown Windsor was perfect for uncovering unique points of interest. Highly recommend it for locals and tourists alike!
Daniel M.
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I loved using the ScavengerHunt.com app to explore downtown. It made discovering local history so much fun and interactive!
Laura D.
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A must-do for anyone visiting Windsor! This self-guided tour allowed us to see iconic spots at our own pace while enjoying beautiful scenery.
Chris M.
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Exploring the Robbins and Lawrence Machine Shop was such an outdoor experience. The fresh air and fascinating history made it unforgettable.
Jessica G.
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This was a great family activity in downtown Windsor. The kids loved finding clues while learning about Dinah, Vermont's best-known enslaved person.
David B.
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What a fun date idea! We enjoyed wandering through Windsor’s First Meeting House and sharing interesting stories along the way.
Sarah W.
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The walking tour around downtown Windsor was fantastic. I discovered hidden gems and learned so much about the area's rich history.
Michael S.
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I had a blast exploring the Windsor Veterans Memorial. It was a unique experience that brought local history to life in such an engaging way.
Emily J.
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What an engaging experience! This tour allowed us to see iconic landmarks while having a blast with friends in the heart of Windsor.
James W.
star star star star star
I loved using the ScavengerHunt.com app to navigate through downtown. It made discovering local history so much fun!
Olivia L.
star star star star star
A great thing to do in Windsor! The scavenger hunt kept us engaged as we explored various historic sites throughout downtown.
Daniel H.
star star star star star
This walking tour was fantastic! It highlighted so many interesting places in downtown that I would have missed otherwise.
Laura M.
star star star star star
Exploring the hidden gems of downtown Windsor was an amazing experience. I loved uncovering unique spots like the Veterans Memorial.
Chris G.
star star star star star
The outdoor experience in downtown Windsor was refreshing. We walked around and appreciated the beautiful scenery while learning new facts.
Jessica D.
star star star star star
We enjoyed a lovely date night exploring Windsor's First Meeting House. It was both romantic and educational, perfect for couples.
David B.
star star star star star
This was such a great family activity in downtown Windsor. My kids loved finding clues and learning about local history together.
Sarah W.
star star star star star
What a fun way to discover the history of Windsor. The Robbins and Lawrence Machine Shop was a highlight that I never knew about.
Michael S.
star star star star star
I had a blast exploring Windsor on this walking tour. The stories behind Dinah were captivating and made the experience unforgettable.
Emily J.

FAQs.

LOCAL INSIGHTS

Fun Windsor Facts and Hidden Gems

Did you know that Windsor is known as the Birthplace of Vermont? This historic town played a pivotal role in shaping the state's identity.

Another fascinating fact is that Windsor boasts one of the longest covered bridges in America - the Cornish-Windsor Covered Bridge!
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Founders Charlie and Mike
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