Escape Room near Winter Hill, Massachusetts

Puzzling Adventures Customer Photo Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

Puzzling Adventures


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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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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.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Massapequa Hustlas
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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
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Rendering Map

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directions
65 John F Kennedy St, Cambridge, MA 02138

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Directory

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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