Amazing Race near Winter Hill, Massachusetts

Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

Unleash your inner detective in Cambridge! Unravel the city's rich history, from its founding in 1630 to its role in the Revolutionary War. Marvel at the world-renowned Harvard University and the Massachusetts Institute of Technology. Uncover secrets of the JFK School of Government and the life of poet Henry Longfellow. A thrilling adventure awaits!

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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

Great experience for the whole family!

Alan B.

This was really fun, it was a nice day and we learned a lot!

Bill S.

This was so much fun! What a great adventure!

Michele P.

Image © BxB and StL

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Puzzling Adventures Highlights

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

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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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directions

Puzzling Adventures, 65 John F Kennedy St, Cambridge, MA 02138

More Information

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Directory

Scavenger Hunt

Hendersonville Scavenger Hunt Cambridge Scavenger Hunt Charlestown Scavenger Hunt Chestnut Hill Scavenger Hunt Fenway/kenmore Scavenger Hunt Newton Center Scavenger Hunt Bay Village Scavenger Hunt Coolidge Hill Scavenger Hunt North Brighton Scavenger Hunt Faneuil Scavenger Hunt West Everett Scavenger Hunt East Boston Scavenger Hunt Avon Hill Scavenger Hunt Nonantum Scavenger Hunt Waterfront Scavenger Hunt Newton Corner Scavenger Hunt Back Bay Scavenger Hunt North End Scavenger Hunt Roxbury Crossing Scavenger Hunt South Boston Scavenger Hunt Clematis Brook Station Scavenger Hunt Beacon Hill Scavenger Hunt West Medford Scavenger Hunt Ten Hills Scavenger Hunt Huron Village Scavenger Hunt Edgeworth Scavenger Hunt Jamaica Plain Scavenger Hunt North Village Scavenger Hunt Quincy Market Scavenger Hunt Beaconsfield Scavenger Hunt Beaver Brook Station Scavenger Hunt Payson Park Scavenger Hunt Reservoir Scavenger Hunt Cedar Hill Camp Scavenger Hunt Wellington Scavenger Hunt Everett Scavenger Hunt Grove Hall Scavenger Hunt Medford Hillside Scavenger Hunt Allston Scavenger Hunt Sommerville Scavenger Hunt Brighton Scavenger Hunt Malden Centre Scavenger Hunt Larchwood Scavenger Hunt Aberdeen Scavenger Hunt Somerville Scavenger Hunt Thompsonville Scavenger Hunt Winter Hill Scavenger Hunt Downtown/financial District Scavenger Hunt South End Scavenger Hunt Wedgemere Scavenger Hunt Cambridgeport Scavenger Hunt West Somerville Scavenger Hunt Symmes Corner Scavenger Hunt Brattle Scavenger Hunt South Bay Scavenger Hunt Bemis Scavenger Hunt Kendall Square Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Eastview Park Scavenger Hunt Prospect Hill Scavenger Hunt East Arlington Scavenger Hunt Glenwood Scavenger Hunt Roxbury Scavenger Hunt Waverley Scavenger Hunt Watertown Scavenger Hunt Newtonville Scavenger Hunt Jeffries Point Scavenger Hunt Mount Auburn Scavenger Hunt Dorchester North Scavenger Hunt Boston Scavenger Hunt Coolidge Corner Scavenger Hunt Chelsea Scavenger Hunt Malden Highlands Scavenger Hunt Arlington Heights Scavenger Hunt North Cambridge Scavenger Hunt East Cambridge Scavenger Hunt Brookline Village Scavenger Hunt Mission Hill Scavenger Hunt Dock Square Scavenger Hunt Malden Scavenger Hunt Spring Hill Scavenger Hunt Allston Brighton Scavenger Hunt West End Scavenger Hunt Chinatown/leather District Scavenger Hunt Newton Scavenger Hunt Old Cambridge Scavenger Hunt Downtown Boston Scavenger Hunt Strawberry Hill Scavenger Hunt East Watertown Scavenger Hunt Arlington Scavenger Hunt Longwood Station Scavenger Hunt Admirals Hill Scavenger Hunt East Somerville Scavenger Hunt Oak Grove Scavenger Hunt Inner Belt Scavenger Hunt Medford Scavenger Hunt Belmont Scavenger Hunt Glendale Scavenger Hunt Uphams Corner Scavenger Hunt Brookline Scavenger Hunt

Escape Room

South Boston Escape Room Ten Hills Escape Room Newton Center Escape Room Strawberry Hill Escape Room Mission Hill Escape Room Hendersonville Escape Room Uphams Corner Escape Room Downtown Boston Escape Room Medford Escape Room Aberdeen Escape Room Malden Highlands Escape Room Winter Hill Escape Room Cambridgeport Escape Room East Somerville Escape Room Wedgemere Escape Room West Everett Escape Room Jeffries Point Escape Room Chinatown/leather District Escape Room Newton Corner Escape Room Somerville Escape Room Faneuil Escape Room Va Boston Healthcare System Brockton Campus Escape Room Brookline Escape Room East Cambridge Escape Room Arlington Escape Room Inner Belt Escape Room Jamaica Plain Escape Room South Bay Escape Room North Cambridge Escape Room Grove Hall Escape Room Malden Centre Escape Room West Medford Escape Room Coolidge Corner Escape Room Thompsonville Escape Room Chelsea Escape Room Dock Square Escape Room East Arlington Escape Room Brighton Escape Room South End Escape Room Longwood Station Escape Room Edgeworth Escape Room North Village Escape Room Brookline Village Escape Room Quincy Market Escape Room Reservoir Escape Room Everett Escape Room Allston Escape Room Sommerville Escape Room Prospect Hill Escape Room Fenway/kenmore Escape Room Waterfront Escape Room North End Escape Room Malden Escape Room Admirals Hill Escape Room Coolidge Hill Escape Room Chestnut Hill Escape Room Medford Hillside Escape Room West End Escape Room Allston Brighton Escape Room Spring Hill Escape Room Waverley Escape Room Symmes Corner Escape Room Glendale Escape Room Old Cambridge Escape Room Payson Park Escape Room Nonantum Escape Room Watertown Escape Room Huron Village Escape Room Charlestown Escape Room East Watertown Escape Room East Boston Escape Room Boston Escape Room Mount Auburn Escape Room Clematis Brook Station Escape Room Roxbury Escape Room Dorchester North Escape Room Brattle Escape Room Kendall Square Escape Room Larchwood Escape Room Oak Grove Escape Room Bemis Escape Room Beacon Hill Escape Room Belmont Escape Room Beaconsfield Escape Room Beaver Brook Station Escape Room Arlington Heights Escape Room Glenwood Escape Room Newtonville Escape Room Newton Escape Room Downtown/financial District Escape Room North Brighton Escape Room Cambridge Escape Room Cedar Hill Camp Escape Room Eastview Park Escape Room Wellington Escape Room Avon Hill Escape Room Back Bay Escape Room West Somerville Escape Room Roxbury Crossing Escape Room Bay Village Escape Room

Walking Tour

Beaconsfield Walking Tour Everett Walking Tour Quincy Market Walking Tour Downtown/financial District Walking Tour Admirals Hill Walking Tour Malden Highlands Walking Tour South Boston Walking Tour Dock Square Walking Tour North End Walking Tour Watertown Walking Tour Newton Corner Walking Tour Chinatown/leather District Walking Tour Waverley Walking Tour Sommerville Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Spring Hill Walking Tour Coolidge Corner Walking Tour Brattle Walking Tour Kendall Square Walking Tour Payson Park Walking Tour Mount Auburn Walking Tour Old Cambridge Walking Tour Medford Hillside Walking Tour Coolidge Hill Walking Tour Larchwood Walking Tour Belmont Walking Tour Beacon Hill Walking Tour Back Bay Walking Tour Inner Belt Walking Tour Bay Village Walking Tour Hendersonville Walking Tour Newtonville Walking Tour Edgeworth Walking Tour Beaver Brook Station Walking Tour Aberdeen Walking Tour West Somerville Walking Tour Arlington Heights Walking Tour Nonantum Walking Tour Thompsonville Walking Tour Fenway/kenmore Walking Tour Chelsea Walking Tour East Cambridge Walking Tour Chestnut Hill Walking Tour Huron Village Walking Tour Arlington Walking Tour Cedar Hill Camp Walking Tour Allston Walking Tour East Watertown Walking Tour East Arlington Walking Tour Wellington Walking Tour Glendale Walking Tour Cambridge Walking Tour Longwood Station Walking Tour South End Walking Tour Allston Brighton Walking Tour Waterfront Walking Tour Symmes Corner Walking Tour Brookline Village Walking Tour North Village Walking Tour North Cambridge Walking Tour East Somerville Walking Tour Charlestown Walking Tour Dorchester North Walking Tour Boston Walking Tour Prospect Hill Walking Tour Uphams Corner Walking Tour Glenwood Walking Tour North Brighton Walking Tour Brookline Walking Tour Clematis Brook Station Walking Tour Grove Hall Walking Tour Winter Hill Walking Tour Ten Hills Walking Tour Faneuil Walking Tour Oak Grove Walking Tour Medford Walking Tour Wedgemere Walking Tour Downtown Boston Walking Tour Somerville Walking Tour Malden Walking Tour Cambridgeport Walking Tour Brighton Walking Tour Jamaica Plain Walking Tour East Boston Walking Tour Avon Hill Walking Tour Newton Center Walking Tour Jeffries Point Walking Tour Bemis Walking Tour Reservoir Walking Tour West Medford Walking Tour Malden Centre Walking Tour Mission Hill Walking Tour West End Walking Tour Roxbury Crossing Walking Tour Newton Walking Tour South Bay Walking Tour Roxbury Walking Tour Eastview Park Walking Tour Strawberry Hill Walking Tour West Everett Walking Tour

Amazing Race

North Brighton Amazing Race West Medford Amazing Race Newton Amazing Race Ten Hills Amazing Race Watertown Amazing Race Admirals Hill Amazing Race Newton Center Amazing Race Back Bay Amazing Race Chinatown/leather District Amazing Race Beaconsfield Amazing Race Somerville Amazing Race Chelsea Amazing Race Bay Village Amazing Race Roxbury Amazing Race Roxbury Crossing Amazing Race Spring Hill Amazing Race South End Amazing Race Brattle Amazing Race Quincy Market Amazing Race Cambridgeport Amazing Race Edgeworth Amazing Race Dorchester North Amazing Race East Boston Amazing Race Hendersonville Amazing Race Charlestown Amazing Race West Somerville Amazing Race Eastview Park Amazing Race Aberdeen Amazing Race Arlington Amazing Race Symmes Corner Amazing Race Wellington Amazing Race Fenway/kenmore Amazing Race Glenwood Amazing Race Prospect Hill Amazing Race Uphams Corner Amazing Race Reservoir Amazing Race Coolidge Corner Amazing Race Chestnut Hill Amazing Race Beacon Hill Amazing Race Winter Hill Amazing Race Bemis Amazing Race Mount Auburn Amazing Race Clematis Brook Station Amazing Race Medford Hillside Amazing Race Oak Grove Amazing Race Downtown Boston Amazing Race Thompsonville Amazing Race Old Cambridge Amazing Race Jeffries Point Amazing Race Malden Amazing Race Boston Amazing Race Dock Square Amazing Race Newtonville Amazing Race Beaver Brook Station Amazing Race North Village Amazing Race Everett Amazing Race Malden Highlands Amazing Race Belmont Amazing Race Glendale Amazing Race North End Amazing Race South Bay Amazing Race South Boston Amazing Race Payson Park Amazing Race Newton Corner Amazing Race Grove Hall Amazing Race Inner Belt Amazing Race Nonantum Amazing Race Faneuil Amazing Race Malden Centre Amazing Race Sommerville Amazing Race West Everett Amazing Race Downtown/financial District Amazing Race West End Amazing Race Larchwood Amazing Race Cambridge Amazing Race Waterfront Amazing Race Mission Hill Amazing Race Cedar Hill Camp Amazing Race Jamaica Plain Amazing Race Waverley Amazing Race Longwood Station Amazing Race East Arlington Amazing Race Kendall Square Amazing Race East Watertown Amazing Race Huron Village Amazing Race East Cambridge Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race Avon Hill Amazing Race Strawberry Hill Amazing Race Brookline Amazing Race Medford Amazing Race Allston Brighton Amazing Race Coolidge Hill Amazing Race Brighton Amazing Race Brookline Village Amazing Race Allston Amazing Race East Somerville Amazing Race Arlington Heights Amazing Race North Cambridge Amazing Race Wedgemere Amazing Race

Treasure Hunt

Chestnut Hill Treasure Hunt West End Treasure Hunt Spring Hill Treasure Hunt Payson Park Treasure Hunt Beaver Brook Station Treasure Hunt Malden Centre Treasure Hunt Malden Highlands Treasure Hunt Fenway/kenmore Treasure Hunt Jeffries Point Treasure Hunt North Cambridge Treasure Hunt Coolidge Hill Treasure Hunt Newton Corner Treasure Hunt Chelsea Treasure Hunt South Boston Treasure Hunt Newton Treasure Hunt Newtonville Treasure Hunt Chinatown/leather District Treasure Hunt Beacon Hill Treasure Hunt Everett Treasure Hunt Clematis Brook Station Treasure Hunt Roxbury Crossing Treasure Hunt Arlington Heights Treasure Hunt Belmont Treasure Hunt Wellington Treasure Hunt Downtown/financial District Treasure Hunt Larchwood Treasure Hunt Jamaica Plain Treasure Hunt Reservoir Treasure Hunt Oak Grove Treasure Hunt Somerville Treasure Hunt Brattle Treasure Hunt Beaconsfield Treasure Hunt Faneuil Treasure Hunt Bay Village Treasure Hunt East Boston Treasure Hunt Cambridgeport Treasure Hunt Admirals Hill Treasure Hunt Prospect Hill Treasure Hunt Inner Belt Treasure Hunt Medford Treasure Hunt Eastview Park Treasure Hunt Mission Hill Treasure Hunt Medford Hillside Treasure Hunt Symmes Corner Treasure Hunt South Bay Treasure Hunt Brookline Village Treasure Hunt Mount Auburn Treasure Hunt East Cambridge Treasure Hunt Uphams Corner Treasure Hunt Hendersonville Treasure Hunt Quincy Market Treasure Hunt Huron Village Treasure Hunt Ten Hills Treasure Hunt Avon Hill Treasure Hunt West Somerville Treasure Hunt Glendale Treasure Hunt Charlestown Treasure Hunt North Village Treasure Hunt Newton Center Treasure Hunt Aberdeen Treasure Hunt Dorchester North Treasure Hunt Grove Hall Treasure Hunt Bemis Treasure Hunt Brighton Treasure Hunt Roxbury Treasure Hunt East Somerville Treasure Hunt Watertown Treasure Hunt Cedar Hill Camp Treasure Hunt South End Treasure Hunt Edgeworth Treasure Hunt Allston Treasure Hunt Sommerville Treasure Hunt Strawberry Hill Treasure Hunt Nonantum Treasure Hunt Allston Brighton Treasure Hunt Kendall Square Treasure Hunt Back Bay Treasure Hunt Longwood Station Treasure Hunt Thompsonville Treasure Hunt North End Treasure Hunt Glenwood Treasure Hunt Wedgemere Treasure Hunt Winter Hill Treasure Hunt Brookline Treasure Hunt Malden Treasure Hunt Downtown Boston Treasure Hunt North Brighton Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Dock Square Treasure Hunt Waverley Treasure Hunt Cambridge Treasure Hunt East Watertown Treasure Hunt West Medford Treasure Hunt East Arlington Treasure Hunt Coolidge Corner Treasure Hunt West Everett Treasure Hunt Boston Treasure Hunt Waterfront Treasure Hunt Old Cambridge Treasure Hunt Arlington Treasure Hunt

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