Walking Tour near Winter Hill, Massachusetts

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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

This is a great way to explore and learn about a city!

Stacy H.

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

Bill S.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Zelesky Family

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Puzzling Adventures Highlights

250+ Locations
Flat rate price
Photo Challenges
Kid friendly
Exploration
Accessible
Informative
No reservations
Outdoor activity
Team building
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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Mapping Puzzling Adventures, 65 John F Kennedy St, Cambridge, MA 02138

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directions

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

More Information

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Directory

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

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