Amazing Race near Winter Hill, Massachusetts

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If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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!

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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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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.

This was a great experience!

Natalie M.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © Peki Pros

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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Walking Tour

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

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