Amazing Race near Winter Hill, Massachusetts

Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Embark on a whirlwind adventure through Boston's rich history! Uncover the secrets of the American Revolution, learn about the city's seafaring traditions, and even delve into the world of boxing. Snap selfies, answer trivia, and explore iconic sites like the Massachusetts State House. Discover the city's role in the slave trade, rum, fish, salt, and tobacco industries. Unearth fun facts like Boston's ban on Christmas celebrations in the 17th century. Ready, set, explore!

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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

Our family had a great time!

Christi C.

Image © Surprise Sport Stars

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Puzzling Adventures Highlights

Outdoor activity
Photo Challenges
Accessible
Exploration
250+ Locations
Informative
Team building
Enriching
Flat rate price
Kid friendly
No reservations

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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directions

Boston Self-Guided Scavenger Hunt, 60 State St, Boston, MA 02109

More Information

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Directory

Treasure Hunt

Va Boston Healthcare System Brockton Campus Treasure Hunt Beacon Hill Treasure Hunt New Squantum Treasure Hunt Jeffries Point Treasure Hunt Revere Treasure Hunt Winthrop Treasure Hunt Malden Centre Treasure Hunt Roxbury Crossing Treasure Hunt Mount Auburn Treasure Hunt Cottage Park Treasure Hunt North End Treasure Hunt Sommerville Treasure Hunt Jamaica Plain Treasure Hunt Mount Bowdoin Treasure Hunt Longwood Station Treasure Hunt Dock Square Treasure Hunt Cottage Hill Treasure Hunt Allston/brighton Treasure Hunt Orient Heights Treasure Hunt Huron Village Treasure Hunt Cambridgeport Treasure Hunt Larchwood Treasure Hunt Winthrop Beach Treasure Hunt Chinatown/leather District Treasure Hunt Cambridge Treasure Hunt Inner Belt Treasure Hunt North Brighton Treasure Hunt Meeting House Hill Treasure Hunt Downtown/financial District Treasure Hunt Forest Hills Treasure Hunt West End Treasure Hunt Fenway/kenmore Treasure Hunt Dorchester North Treasure Hunt Savin Hill Treasure Hunt Strawberry Hill Treasure Hunt South Bay Treasure Hunt Back Bay Treasure Hunt Faulkner Treasure Hunt Roxbury Treasure Hunt West Somerville Treasure Hunt Admirals Hill Treasure Hunt Glendale Treasure Hunt Forest Hills Treasure Hunt Wellington Treasure Hunt Winthrop Highlands Treasure Hunt Dorchester Treasure Hunt Kendall Square Treasure Hunt Fort Dawes Treasure Hunt Edgeworth Treasure Hunt South Boston Treasure Hunt Old Cambridge Treasure Hunt Ten Hills Treasure Hunt West Everett Treasure Hunt Brookline Treasure Hunt East Boston Treasure Hunt Medford Hillside Treasure Hunt Court Park Treasure Hunt Squantum Treasure Hunt Point Shirley Treasure Hunt Waterfront Treasure Hunt Beachmont Treasure Hunt Mount Ida Treasure Hunt Boston Treasure Hunt Dorchester Center Treasure Hunt Coolidge Corner Treasure Hunt Somerville Treasure Hunt Neponset Treasure Hunt Avon Hill Treasure Hunt Grove Hall Treasure Hunt Medford Treasure Hunt East Somerville Treasure Hunt City Point Treasure Hunt Beaconsfield Treasure Hunt Brookline Village Treasure Hunt Brighton Treasure Hunt Quincy Market Treasure Hunt Hendersonville Treasure Hunt Malden Treasure Hunt East Cambridge Treasure Hunt Chelsea Treasure Hunt Uphams Corner Treasure Hunt Reservoir Treasure Hunt Aberdeen Treasure Hunt North Cambridge Treasure Hunt Winter Hill Treasure Hunt Downtown Boston Treasure Hunt Coolidge Hill Treasure Hunt Allston Treasure Hunt Spring Hill Treasure Hunt Prospect Hill Treasure Hunt Charlestown Treasure Hunt South End Treasure Hunt Bay Village Treasure Hunt Everett Treasure Hunt Fort Winthrop Historical Treasure Hunt Glenwood Treasure Hunt Crescent Beach Treasure Hunt Fields Corner Treasure Hunt Suffolk Downs Station Treasure Hunt Mission Hill Treasure Hunt

Scavenger Hunt

Hendersonville Scavenger Hunt Squantum Scavenger Hunt Mount Ida Scavenger Hunt Dorchester Scavenger Hunt Avon Hill Scavenger Hunt Quincy Market Scavenger Hunt Ten Hills Scavenger Hunt Mission Hill Scavenger Hunt New Squantum Scavenger Hunt Brighton Scavenger Hunt East Somerville Scavenger Hunt West Somerville Scavenger Hunt Roxbury Scavenger Hunt Cambridgeport Scavenger Hunt Inner Belt Scavenger Hunt Downtown/financial District Scavenger Hunt Dorchester Center Scavenger Hunt Roxbury Crossing Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Chinatown/leather District Scavenger Hunt Aberdeen Scavenger Hunt Chelsea Scavenger Hunt Back Bay Scavenger Hunt Orient Heights Scavenger Hunt Neponset Scavenger Hunt Fort Dawes Scavenger Hunt Longwood Station Scavenger Hunt Beaconsfield Scavenger Hunt South Bay Scavenger Hunt Uphams Corner Scavenger Hunt Prospect Hill Scavenger Hunt Point Shirley Scavenger Hunt Forest Hills Scavenger Hunt West End Scavenger Hunt Winthrop Scavenger Hunt North Cambridge Scavenger Hunt Suffolk Downs Station Scavenger Hunt Beachmont Scavenger Hunt Fields Corner Scavenger Hunt Strawberry Hill Scavenger Hunt Meeting House Hill Scavenger Hunt Fenway/kenmore Scavenger Hunt Somerville Scavenger Hunt Cottage Park Scavenger Hunt Kendall Square Scavenger Hunt Admirals Hill Scavenger Hunt Everett Scavenger Hunt Revere Scavenger Hunt City Point Scavenger Hunt Glenwood Scavenger Hunt Medford Scavenger Hunt Old Cambridge Scavenger Hunt Waterfront Scavenger Hunt Mount Bowdoin Scavenger Hunt Jamaica Plain Scavenger Hunt Dock Square Scavenger Hunt Spring Hill Scavenger Hunt Allston Scavenger Hunt West Everett Scavenger Hunt Beacon Hill Scavenger Hunt Winter Hill Scavenger Hunt Forest Hills Scavenger Hunt Medford Hillside Scavenger Hunt South End Scavenger Hunt Glendale Scavenger Hunt Court Park Scavenger Hunt Brookline Scavenger Hunt North Brighton Scavenger Hunt Wellington Scavenger Hunt Cambridge Scavenger Hunt Malden Scavenger Hunt Dorchester North Scavenger Hunt Bay Village Scavenger Hunt Crescent Beach Scavenger Hunt North End Scavenger Hunt Brookline Village Scavenger Hunt Cottage Hill Scavenger Hunt South Boston Scavenger Hunt Fort Winthrop Historical Scavenger Hunt East Boston Scavenger Hunt Coolidge Hill Scavenger Hunt Huron Village Scavenger Hunt Boston Scavenger Hunt Coolidge Corner Scavenger Hunt Charlestown Scavenger Hunt Malden Centre Scavenger Hunt Savin Hill Scavenger Hunt Mount Auburn Scavenger Hunt Downtown Boston Scavenger Hunt Faulkner Scavenger Hunt Sommerville Scavenger Hunt Reservoir Scavenger Hunt East Cambridge Scavenger Hunt Jeffries Point Scavenger Hunt Edgeworth Scavenger Hunt Winthrop Beach Scavenger Hunt Larchwood Scavenger Hunt Winthrop Highlands Scavenger Hunt Grove Hall Scavenger Hunt Allston/brighton Scavenger Hunt

Escape Room

West End Escape Room Mount Ida Escape Room Allston/brighton Escape Room Cottage Hill Escape Room Dock Square Escape Room Malden Escape Room West Somerville Escape Room South End Escape Room South Boston Escape Room Meeting House Hill Escape Room Va Boston Healthcare System Brockton Campus Escape Room Medford Escape Room North End Escape Room Cottage Park Escape Room Fenway/kenmore Escape Room Brookline Village Escape Room East Boston Escape Room Winthrop Escape Room Beacon Hill Escape Room Longwood Station Escape Room Forest Hills Escape Room Medford Hillside Escape Room Orient Heights Escape Room Spring Hill Escape Room Glenwood Escape Room Fort Dawes Escape Room Uphams Corner Escape Room Edgeworth Escape Room Beaconsfield Escape Room Bay Village Escape Room Downtown/financial District Escape Room Point Shirley Escape Room Chinatown/leather District Escape Room Revere Escape Room Jeffries Point Escape Room Fields Corner Escape Room South Bay Escape Room Allston Escape Room Back Bay Escape Room Brighton Escape Room Coolidge Corner Escape Room Winthrop Highlands Escape Room Aberdeen Escape Room Dorchester North Escape Room Mission Hill Escape Room Charlestown Escape Room Crescent Beach Escape Room Sommerville Escape Room Roxbury Crossing Escape Room Winthrop Beach Escape Room Huron Village Escape Room Admirals Hill Escape Room Prospect Hill Escape Room Boston Escape Room Kendall Square Escape Room Chelsea Escape Room Squantum Escape Room Hendersonville Escape Room Inner Belt Escape Room West Everett Escape Room Glendale Escape Room Court Park Escape Room Waterfront Escape Room Forest Hills Escape Room North Brighton Escape Room New Squantum Escape Room Mount Auburn Escape Room Beachmont Escape Room Somerville Escape Room City Point Escape Room Mount Bowdoin Escape Room Savin Hill Escape Room East Cambridge Escape Room Neponset Escape Room Jamaica Plain Escape Room Cambridge Escape Room Reservoir Escape Room Downtown Boston Escape Room Grove Hall Escape Room Coolidge Hill Escape Room Strawberry Hill Escape Room Cambridgeport Escape Room Quincy Market Escape Room Dorchester Center Escape Room Ten Hills Escape Room Wellington Escape Room Faulkner Escape Room Avon Hill Escape Room North Cambridge Escape Room East Somerville Escape Room Roxbury Escape Room Winter Hill Escape Room Larchwood Escape Room Brookline Escape Room Malden Centre Escape Room Dorchester Escape Room Old Cambridge Escape Room Suffolk Downs Station Escape Room Fort Winthrop Historical Escape Room Everett Escape Room

Amazing Race

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Walking Tour

Dorchester Walking Tour Longwood Station Walking Tour Back Bay Walking Tour Squantum Walking Tour Winthrop Beach Walking Tour North Brighton Walking Tour Roxbury Walking Tour Cambridge Walking Tour New Squantum Walking Tour Bay Village Walking Tour Dorchester Center Walking Tour Somerville Walking Tour Crescent Beach Walking Tour Forest Hills Walking Tour Mount Ida Walking Tour Faulkner Walking Tour Everett Walking Tour Neponset Walking Tour Waterfront Walking Tour Old Cambridge Walking Tour Suffolk Downs Station Walking Tour Ten Hills Walking Tour Coolidge Hill Walking Tour Larchwood Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Avon Hill Walking Tour Malden Walking Tour Glenwood Walking Tour Inner Belt Walking Tour Reservoir Walking Tour Fenway/kenmore Walking Tour Court Park Walking Tour Strawberry Hill Walking Tour Winthrop Walking Tour Coolidge Corner Walking Tour East Somerville Walking Tour Fields Corner Walking Tour Medford Walking Tour Beaconsfield Walking Tour Grove Hall Walking Tour Jamaica Plain Walking Tour Hendersonville Walking Tour Meeting House Hill Walking Tour South Boston Walking Tour Kendall Square Walking Tour Brookline Village Walking Tour Uphams Corner Walking Tour Cambridgeport Walking Tour Revere Walking Tour East Cambridge Walking Tour Beacon Hill Walking Tour West End Walking Tour Admirals Hill Walking Tour Beachmont Walking Tour Allston/brighton Walking Tour Huron Village Walking Tour Roxbury Crossing Walking Tour Boston Walking Tour Dock Square Walking Tour West Somerville Walking Tour North End Walking Tour Jeffries Point Walking Tour Edgeworth Walking Tour Downtown/financial District Walking Tour Allston Walking Tour Chinatown/leather District Walking Tour Sommerville Walking Tour East Boston Walking Tour Mission Hill Walking Tour Malden Centre Walking Tour Wellington Walking Tour Orient Heights Walking Tour Downtown Boston Walking Tour Cottage Hill Walking Tour Fort Winthrop Historical Walking Tour Winter Hill Walking Tour Chelsea Walking Tour Cottage Park Walking Tour Savin Hill Walking Tour Forest Hills Walking Tour Winthrop Highlands Walking Tour Point Shirley Walking Tour Prospect Hill Walking Tour Aberdeen Walking Tour City Point Walking Tour Spring Hill Walking Tour South End Walking Tour Brookline Walking Tour Brighton Walking Tour Fort Dawes Walking Tour Mount Auburn Walking Tour Charlestown Walking Tour South Bay Walking Tour West Everett Walking Tour Dorchester North Walking Tour Mount Bowdoin Walking Tour North Cambridge Walking Tour Quincy Market Walking Tour Glendale Walking Tour Medford Hillside Walking Tour

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