Walking Tour near Winter Hill, Massachusetts

Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

Puzzling Adventures

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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Amazing experience. Very well set up.

Melissa S.

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

Angie B.

Image © Zelesky Family

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

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