Amazing Race near Winter Hill, Massachusetts

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on 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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Fun fun fun! great way to experience a new area!

Rhonda R.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Los Jefes

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Puzzling Adventures Highlights

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

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

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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

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

Amazing Race

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Escape Room

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

Walking Tour

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

Scavenger Hunt

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

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