Ossining Scavenger Hunt: Ossining‘s Dazzling Downtown Dash
Embark on a thrilling scavenger hunt adventure in Ossining! Explore Historic Downtown Ossining, tackle riddles and missions at The Double Arch, and enjoy the Hudson Valley Charm. This interactive walking tour offers challenges, teamwork, and sightseeing fun for all ages. Discover hidden gems and iconic landmarks while competing for top scores.
This scavenger hunt will help you explore Ossining. This top rated Ossining Scavenger Hunt scavenger hunt is 1.15 miles and has 6 stops.

Activity Info: Ossining‘s Dazzling Downtown Dash
Nestled along the Hudson River, Ossining is a charming town known for it's historic downtown and scenic waterfront. On this scavenger hunt, explore landmarks like Highland Cottage and The Crescent while solving riddles and completing missions. Perfect for locals and visitors alike, it is a flexible adventure that reveals the city's unique history.
You can do our interactive scavenger hunt at any time.
Featured Locations On This Scavenger Hunt
The Double Arch / El Doble Arco
Riddle time: which arch came first? This engineering marvel made Ossining a Gateway to Hudson Hills, offering prime spots for teamwork and outdoor challenges.
Highland Cottage
Nestled in Seven Bridges, Highland Cottage shines in morning light. Spot the owl carved above the door for extra points on your scavenger hunt adventure.
The Crescent / La Media Luna
Feel the energy as you explore this half-moon block. Locals say sunset here is magical. Solve riddles about hidden details crafted by 19th-century artisans on your scavenger hunt.
Ossining (village)
Feel the buzz at Scenic Riverwalk Retreat, Westchester's Cultural Crossroads. Ideal for sightseeing, city tours, and walking tours filled with hidden history and teamwork-fueled fun.
Ossining Public Library
From the library steps, enjoy downtown Ossining's buzz and capture your photo challenge. Discover the amphitheater, a local favorite for summer concerts, adding fun facts to your trivia missions.
Village of Ossining Community Center
Explore the classic brick exterior of Westchester's Historic Haven. Uncover hidden gems like the Old Croton Aqueduct plaque. A perfect spot for a fun scavenger hunt adventure!
How the Ossining Scavenger Hunt works
Grab your phone and free time to start! Use our app to solve riddles, complete photo challenges, and explore Ossining's city center. Earn points as you discover hidden gems around every corner. Compete on a city-wide leaderboard while enjoying an intuitive mobile-first experience filled with fun surprises.
More details
Activity Type: Anytime Scavenger Hunt
Starting Area: 25 Leonard St, Ossining, NY 10562, USA
Travel Method: Walking
Walking Distance: 1.15 Mi (1.84 KM)
Time:1.5 - 2 Hours
Skill Level:Friend & Family Fun
Extra Admissions: None
Earn The Ossining Scavenger Hunt High Score
Love some friendly competition? Join the Ossining Scavenger Hunt where each player tackles interactive challenges at spots like The Double Arch or Ossining Public Library. Solve riddles, trivia questions, and complete photo tasks to climb up the leaderboard—and earn ultimate bragging rights in this exciting city quest!

Team: Max Power

Team: For the Lolz
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Team: 1st not Last
Do you have what it takes to be a Ossining Scavenger Hunt champion?
Reviews for Ossining Scavenger Hunt: Ossining‘s Dazzling Downtown Dash

Saw so much of Downtown Ossining with this hunt! From solving puzzles at El Doble Arco to exploring the village, it was an unforgettable journey.
Sophie Turner

This Ossining adventure was full of surprises! We uncovered local art and history from Village Community Center to Highland Cottage. Must try!
Liam Parker

Discovering historic spots like the Ossining Public Library on this walking tour was engaging. It's a fantastic outdoor activity for everyone.
Marissa Thompson

Had a great time in Downtown Ossining with ScavengerHunt.com. Perfect for a date, loved solving riddles around The Double Arch and La Media Luna.
Trevor Manning

Exploring the Ossining Village was a blast! Our family enjoyed the fun challenges at The Crescent and Highland Cottage. A perfect day out in Downtown.
Elaine Kingston

Exploring with ScavengerHunt.com was thrilling! We discovered interesting points of interest around this charming city while tackling fun missions together.
Liam Chavez

Our walking tour of Downtown Ossining was fantastic. From Village Community Center to hidden gems, it felt like a treasure hunt revealing the city's soul.
Noah Patel

What a great way to have fun with family! The Ossining scavenger hunt took us through historical spots like Double Arch while enjoying outdoor challenges.
Ava Kim

This was an epic date idea in downtown Ossining. We explored places like The Crescent and the Public Library, solving puzzles together. Perfect for bonding!
Lucas Nguyen

I loved our Ossining scavenger adventure! Exploring Downtown with the ScavengerHunt.com app was a blast. Highland Cottage and La Media Luna were highlights.
Ella Martinez

A fun way for tourists to see points of interest in Ossinee Discovering landmarks like El Doble Arco was a true testament to this vibrant city
Isabella Wilson

Ossining's historic spots made this hunt exciting From La Media Luna to Ossining Public Library, we uncovered treasures throughout Downtown.
Mason Davis

Exploring the village with this outdoor adventure was unforgettable The Crescent and community center were highlights on this walking tour.
Sophia Smith

The Ossining scavenger hunt was a fantastic date idea We solved puzzles, admired Highland Cottage, and enjoyed the beauty of Downtown together.
Lucas Brown

I had a blast exploring the charms of Ossining with the Scavenger Hunt A perfect family activity that led us to hidden gems like The Double Arch and more.
Emma Johnson

For tourists, the Ossining Scavenger Hunt is a must-do! Discovering points of interest around the town makes you feel like part of it's rich history.
Daphne Ramirez

A fun adventure through Ossining's downtown treasures, from The Crescent to El Doble Arco. Solving clues gave us a fresh perspective on this charming area.
Lena Armstrong

Exploring Ossining's historic spots like the Public Library on this scavenger hunt was an exciting outdoor activity. A unique way to see the vibrant village.
Miles Harper

The Ossining hunt was the perfect date idea. We had a great time discovering hidden gems like Highland Cottage and laughing over challenges in the city center.
Nina Foster

Discovering Downtown Ossining with my family was a blast! The ScavengerHunt.com app made it fun to solve riddles while exploring the Double Arch and La Media Luna.
Caleb Jenkins
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