Scavenger Hunt near Winter Hill, Massachusetts

Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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

I got this as a gift for my wife and we loved it!

Alvin M.

This was a great experience!

Natalie M.

Our family had a great time!

Christi C.

Image © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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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

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More Information

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Directory

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

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