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Top Outdoor Activities In Windsor, Connecticut

Step into the charming streets of Windsor, where the Connecticut River Valley meets New England charm. Our outdoor activities offer an exciting way to explore this historic town's vibrant neighborhoods like Farmington River Greenway. Discover hidden gems and iconic landmarks as you embark on adventures that promise unforgettable memories.

Outdoor Experiences in Windsor, Connecticut

Welcome to our expertly curated list of outdoor activities in Windsor! Each activity is designed to thrill and excite, offering unique experiences that capture the essence of this beautiful city. Dive into adventures that promise new discoveries at every turn, ensuring a fun-filled day for all.

Top Rated
Windsor's Downtown Delight Scavenger Hunt card image
green star 5.0 (12 reviews)

Windsor's Downtown Delight Scavenger Hunt

Downtown, Windsor

Windsor‘s where it‘s at, literally the first CT town! Conquer our scavenger hunt...

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West Hartford Whimsical Wanderers card image
green star 5.0 (14 reviews)

West Hartford Whimsical Wanderers

West, West Hartford

West Hartford's having a whale of a time! Join our scavenger hunt downtown for hidden...

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The Riches Of Hartford card image
green star 4.9 (28 reviews)

The Riches Of Hartford

Downtown, Hartford

The historic streets of Hartford tell the story of America. We're here to share the...

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Hartford Party card image
green star 5.0 (17 reviews)

Hartford Party

Downtown Bar Crawl, Hartford

Let's party, Hartford! This Hartford Bar Crawl will take you to the hottest spots in

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about outdoor activities

An epic Windsor, Connecticut experience

Embark on an exhilarating journey through Windsor Connecticut Scavenger Hunt,Windsor Connecticut Scavenger Hunt,Windsor Connecticut Scavenger Hunt,Windsor Connecticut Scavenger Hunt,Windsor Connecticut Scavenger Hunt,Windsor Connecticut Scavenger Hunt,Windsor Connecticut Scavenger Hunt while uncovering iconic landmarks and secret spots from street art to historical plazas.
Gather your team for trivia quests, daring photo challenges, and thrilling scavenger hunts that rack up points in our s
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How Our Windsor, Connecticut Outdoor Activities Work

Our expert team has meticulously researched over 3,050 cities worldwide—including 50+ locations across Northeast—to bring you unparalleled outdoor experiences tailored specifically for each locale. During these adventures around town (whether it is museum challenges or bar crawls), participants engage via interactive app-based tasks such as solving puzzles at public art installations; earning points unlocks achievements shared among friends!

Man on a scavenger hunt walking tour

Top Outdoor Attractions In Windsor

Windsor boasts a variety of outdoor activities set against the backdrop of it's stunning attractions. From the vintage tobacco barns to Northwest Park Trails, each location offers a unique glimpse into Windsor's history and beauty. Click on each location to see related activities.

Major John Mason Plaque

Explore the Connecticut River Gem, a must-see for history enthusiasts. This spot is perfect for outdoor photo ops and discovering Windsor's colonial roots.

Windsor Town Hall

Visit the Windsor Town Hall, a central landmark showcasing teamwork and local spirit. Perfect for sightseeing and uncovering hidden historic facts.

Loomis Fountain Memorial

Visit the Farmington Valley Jewel, an artistic fountain loved by locals. Make a wish at this outdoor spot believed to bring good luck.

Memorial to Alse Young and Lydia Gilbert

Honor Windsor's hidden gems at this memorial. The early spring blooms are a tribute to resilience, making it a must-see for history lovers.

Gold Star Casualties of World War II

Pay homage at this landmark honoring Windsor's past. The sunlit bronze is a poignant sight on any walking tour.

Farmington River Railroad Bridge

Challenge yourself at this architectural marvel of a bridge. Count it's arches as you explore Windsor's Tobacco Land Legacy outdoors.

Ship Monument to Original Settlers

Uncover fun facts at this sculpture celebrating Windsor's First Settlement Charm. A hidden gem on your city tour.

See our Top Outdoor Activities By Neighborhood

Explore the top neighborhoods in Windsor where our outdoor activities await you. Whether it is the historic charm or modern vibes, there is something for everyone. Click on these neighborhoods to see the related activity.

Top Rated
Downtown card image
green star 5.0 (1 reviews)

Downtown

Downtown, Windsor

Windsor's Downtown is a top attraction with it's rich history and vibrant atmosphere. Visit landmarks like the Grace Episcopal Church and enjoy the Connecticut River...

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See what people say about our outdoor activities in Windsor

Hear from our happy customers who have experienced our outdoor activities in Windsor! With glowing testimonials and star ratings, it is clear why people love exploring with us. Join them in discovering what makes these adventures so special.

5 star reviews

'Exploring downtown's hidden gems with ScavengerHunt.com is an absolute must!' The historical walk by Loomis Fountain blew us away with its beauty.

5 star reviews

'A perfect addition to any visit to Windy W.' My partner and I enjoyed this as a date night experience, learning about Major John Mason together.

5 star reviews

'This was my first ScavengerHunt.com adventure and it didn't disappoint.' Highlight of my day: seeing the Gold Star Casualties monument up close.

5 star reviews

'I loved exploring historic spots around Farmington River Railroad Bridge!' This walking tour is definitely a top thing to do in Winsor town!

5 star reviews

'We had such a unique experience touring Downtown with ScavengerHunt.com.' Learning about Alse Young was captivating and educational.

Matthew Wilson

5 star reviews

ScavengerHunt.com's app made discovering Loomis Fountain Memorial super engaging. A fantastic thing to do when visiting Windsor's core.

Sophia Miller

5 star reviews

The Windsor Town Hall is just one stop on this interactive tour through Big Windsy. Such a cool way to explore Downtown's rich history.

Daniel Davis

5 star reviews

Our self-guided tour of Downtown was so fun! We discovered hidden gems like the Major John Mason Plaque. A great outdoor experience.

Jessica Brown

5 star reviews

Had an amazing time on our Windsor walking tour date. The Gold Star Memorial was a touching highlight. A must-do in Little Winny!

Michael Johnson

5 star reviews

Exploring Downtown with ScavengerHunt.com was a blast! Loved the history at the Ship Monument. Perfect family-friendly activity in Windsor.

Emily Smith

5 star reviews

'No better way than ScavengerHunt.com app-led hunts – seamlessly unearth stories behind landmarks during strolls throughout charming downtown areas.'

5 star reviews

'Perfect for tourists or locals wanting new things-to-do; delve into city's tales while enjoying strolls past sights such as Major John Mason Plaque.'

5 star reviews

'Windsor adventures are truly fascinating with self-guided tours letting you uncover spots like Ship Monument without rush or worry!'

5 star reviews

'Discovering Gold Star Casualties of World War II on our tour made for an emotional yet enlightening experience as we explored Downtown's rich history.'

5 star reviews

What a fantastic outdoor activity in good old WinCity! Walking across the Farmington River Railroad Bridge was both scenic and informative.

Sophia Martinez

5 star reviews

Our self-guided adventure around downtown led us to the Loomis Fountain Memorial. An engaging way to explore and learn about historic Windsor sites.

Liam Garcia

5 star reviews

The Windsor Hunt was perfect for our family outing. We all enjoyed learning about local landmarks like Windsor Town Hall while having a blast together!

Mason Williams

5 star reviews

We had an amazing date exploring downtown. The Memorial to Alse Young and Lydia Gilbert added just the right touch of history to our fun day out.

Ava Johnson

5 star reviews

Strolling through Windsor, we loved discovering hidden gems like the Major John Mason Plaque. Such a unique way to experience this quaint neighborhood!

Oliver Thompson

5 star reviews

Exploring Windsor was a delight! The walking tour took us past the Ship Monument to Original Settlers. A must-do for anyone visiting this charming town.

Emma Carter

FAQs.

LOCAL INSIGHTS

Fun Windsor Facts and Hidden Gems

Did you know that Windsor was established in 1633 as 'First Town in Connecticut'? It's rich history includes ties to early colonial settlements and thriving agriculture.

Windsor's cultural tapestry is woven with stories from it's vintage tobacco barns to contemporary art studios—each corner tells a tale worth exploring!
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