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.

Puzzling Adventures

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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

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 © chem vid peeps

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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Mapping 65 John F Kennedy St, Cambridge, MA 02138

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directions

65 John F Kennedy St, Cambridge, MA 02138

More Information

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Directory

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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