Scavenger Hunt near Winter Hill, Massachusetts

Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

Puzzling Adventures

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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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © STandTB

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Puzzling Adventures Highlights

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

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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 65 John F Kennedy St, Cambridge, MA 02138

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directions

65 John F Kennedy St, Cambridge, MA 02138

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More Information

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Directory

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

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