Scavenger Hunt near Winter Hill, Massachusetts

Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

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

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

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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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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