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

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!

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.

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.

Had a blast! Would definitely do it again!

Candice B.

Our family had a great time!

Christi C.

Image © Synnott

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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Rendering Map

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directions

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

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Directory

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

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