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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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.
Fun fun fun! great way to experience a new area!
Rhonda R.
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 © Sierras uncles orange shirt
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Puzzling Adventures Highlights

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

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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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Mapping 73 Tremont St., Boston, MA 02108

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directions
73 Tremont St., Boston, MA 02108
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Directory

Treasure Hunt

Chelsea Treasure Hunt Coolidge Corner Treasure Hunt Mount Auburn Treasure Hunt Waterfront Treasure Hunt Beacon Hill Treasure Hunt Edgeworth Treasure Hunt North Brighton Treasure Hunt North Cambridge Treasure Hunt Longwood Station Treasure Hunt Allston/brighton Treasure Hunt Winthrop Treasure Hunt Dock Square Treasure Hunt Malden Centre Treasure Hunt Inner Belt Treasure Hunt New Squantum Treasure Hunt Beachmont Treasure Hunt Chinatown/leather District Treasure Hunt Winthrop Beach Treasure Hunt Mission Hill Treasure Hunt Mount Ida Treasure Hunt East Boston Treasure Hunt Squantum Treasure Hunt Coolidge Hill Treasure Hunt Brighton Treasure Hunt North End Treasure Hunt Cottage Hill Treasure Hunt Malden Treasure Hunt Allston Treasure Hunt Revere Treasure Hunt Neponset Treasure Hunt Strawberry Hill Treasure Hunt Spring Hill Treasure Hunt Fort Winthrop Historical Treasure Hunt West Everett Treasure Hunt Larchwood Treasure Hunt Medford Hillside Treasure Hunt Savin Hill Treasure Hunt Roxbury Treasure Hunt Crescent Beach Treasure Hunt Boston Treasure Hunt Forest Hills Treasure Hunt West Somerville Treasure Hunt Medford Treasure Hunt Winter Hill Treasure Hunt Back Bay Treasure Hunt Brookline Treasure Hunt Sommerville Treasure Hunt Cambridge Treasure Hunt Glendale Treasure Hunt Old Cambridge Treasure Hunt Downtown Boston Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Bay Village Treasure Hunt Mount Bowdoin Treasure Hunt Quincy Market Treasure Hunt Charlestown Treasure Hunt Jeffries Point Treasure Hunt Fields Corner Treasure Hunt Uphams Corner Treasure Hunt Glenwood Treasure Hunt Huron Village Treasure Hunt Cambridgeport Treasure Hunt Reservoir Treasure Hunt Wellington Treasure Hunt Prospect Hill Treasure Hunt Beaconsfield Treasure Hunt Everett Treasure Hunt Hendersonville Treasure Hunt Roxbury Crossing Treasure Hunt Dorchester North Treasure Hunt South End Treasure Hunt East Cambridge Treasure Hunt Fenway/kenmore Treasure Hunt Aberdeen Treasure Hunt Meeting House Hill Treasure Hunt Dorchester Center Treasure Hunt Cottage Park Treasure Hunt Dorchester Treasure Hunt Grove Hall Treasure Hunt City Point Treasure Hunt Orient Heights Treasure Hunt Avon Hill Treasure Hunt West End Treasure Hunt Jamaica Plain Treasure Hunt Downtown/financial District Treasure Hunt Ten Hills Treasure Hunt Suffolk Downs Station Treasure Hunt South Bay Treasure Hunt Somerville Treasure Hunt Ashmont Treasure Hunt Court Park Treasure Hunt Admirals Hill Treasure Hunt Forest Hills Treasure Hunt Winthrop Highlands Treasure Hunt Kendall Square Treasure Hunt Point Shirley Treasure Hunt Faulkner Treasure Hunt East Somerville Treasure Hunt Brookline Village Treasure Hunt South Boston Treasure Hunt

Scavenger Hunt

Strawberry Hill Scavenger Hunt Quincy Market Scavenger Hunt Grove Hall Scavenger Hunt Everett Scavenger Hunt Back Bay Scavenger Hunt Mount Ida Scavenger Hunt East Boston Scavenger Hunt Glenwood Scavenger Hunt South Bay Scavenger Hunt Edgeworth Scavenger Hunt Boston Scavenger Hunt South Boston Scavenger Hunt Brighton Scavenger Hunt Aberdeen Scavenger Hunt Bay Village Scavenger Hunt Spring Hill Scavenger Hunt South End Scavenger Hunt Winthrop Beach Scavenger Hunt Kendall Square Scavenger Hunt Dock Square Scavenger Hunt Cottage Hill Scavenger Hunt North Cambridge Scavenger Hunt Ten Hills Scavenger Hunt Squantum Scavenger Hunt Winthrop Scavenger Hunt Fenway/kenmore Scavenger Hunt Revere Scavenger Hunt Mount Bowdoin Scavenger Hunt Prospect Hill Scavenger Hunt Mount Auburn Scavenger Hunt East Cambridge Scavenger Hunt East Somerville Scavenger Hunt Chelsea Scavenger Hunt Winter Hill Scavenger Hunt Neponset Scavenger Hunt Avon Hill Scavenger Hunt Fields Corner Scavenger Hunt Huron Village Scavenger Hunt Cambridgeport Scavenger Hunt Beaconsfield Scavenger Hunt Forest Hills Scavenger Hunt Brookline Village Scavenger Hunt Suffolk Downs Station Scavenger Hunt Wellington Scavenger Hunt Downtown Boston Scavenger Hunt Hendersonville Scavenger Hunt Coolidge Corner Scavenger Hunt Point Shirley Scavenger Hunt Admirals Hill Scavenger Hunt Orient Heights Scavenger Hunt Faulkner Scavenger Hunt Crescent Beach Scavenger Hunt Glendale Scavenger Hunt Malden Scavenger Hunt Medford Hillside Scavenger Hunt Allston Scavenger Hunt Meeting House Hill Scavenger Hunt Roxbury Crossing Scavenger Hunt Malden Centre Scavenger Hunt Jamaica Plain Scavenger Hunt Ashmont Scavenger Hunt Coolidge Hill Scavenger Hunt Cambridge Scavenger Hunt Uphams Corner Scavenger Hunt North Brighton Scavenger Hunt Sommerville Scavenger Hunt Larchwood Scavenger Hunt Chinatown/leather District Scavenger Hunt Court Park Scavenger Hunt Jeffries Point Scavenger Hunt West Everett Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Inner Belt Scavenger Hunt Downtown/financial District Scavenger Hunt Mission Hill Scavenger Hunt Fort Winthrop Historical Scavenger Hunt Winthrop Highlands Scavenger Hunt Allston/brighton Scavenger Hunt Old Cambridge Scavenger Hunt Brookline Scavenger Hunt City Point Scavenger Hunt Waterfront Scavenger Hunt Somerville Scavenger Hunt Savin Hill Scavenger Hunt New Squantum Scavenger Hunt West Somerville Scavenger Hunt Forest Hills Scavenger Hunt Reservoir Scavenger Hunt Longwood Station Scavenger Hunt Cottage Park Scavenger Hunt Dorchester Scavenger Hunt Beachmont Scavenger Hunt North End Scavenger Hunt Beacon Hill Scavenger Hunt Roxbury Scavenger Hunt West End Scavenger Hunt Charlestown Scavenger Hunt Dorchester North Scavenger Hunt Dorchester Center Scavenger Hunt Medford Scavenger Hunt

Walking Tour

East Somerville Walking Tour Winthrop Highlands Walking Tour Forest Hills Walking Tour Faulkner Walking Tour Wellington Walking Tour Reservoir Walking Tour Suffolk Downs Station Walking Tour Neponset Walking Tour Boston Walking Tour New Squantum Walking Tour Mount Ida Walking Tour Fenway/kenmore Walking Tour Everett Walking Tour North End Walking Tour Squantum Walking Tour Sommerville Walking Tour Avon Hill Walking Tour Back Bay Walking Tour Medford Hillside Walking Tour West Everett Walking Tour Winthrop Beach Walking Tour Dock Square Walking Tour Cambridge Walking Tour City Point Walking Tour South Bay Walking Tour Meeting House Hill Walking Tour Mission Hill Walking Tour Larchwood Walking Tour Huron Village Walking Tour Chelsea Walking Tour Kendall Square Walking Tour Waterfront Walking Tour Charlestown Walking Tour Jeffries Point Walking Tour Roxbury Walking Tour Dorchester Walking Tour Brookline Walking Tour Inner Belt Walking Tour Cambridgeport Walking Tour Winter Hill Walking Tour Bay Village Walking Tour Allston Walking Tour Hendersonville Walking Tour Malden Walking Tour Beaconsfield Walking Tour Coolidge Corner Walking Tour South Boston Walking Tour Crescent Beach Walking Tour Cottage Hill Walking Tour East Cambridge Walking Tour Old Cambridge Walking Tour Revere Walking Tour Prospect Hill Walking Tour Fort Winthrop Historical Walking Tour Mount Bowdoin Walking Tour Somerville Walking Tour South End Walking Tour Court Park Walking Tour Savin Hill Walking Tour Glendale Walking Tour Longwood Station Walking Tour Point Shirley Walking Tour Downtown/financial District Walking Tour Grove Hall Walking Tour Beachmont Walking Tour Brighton Walking Tour West Somerville Walking Tour Jamaica Plain Walking Tour Coolidge Hill Walking Tour Chinatown/leather District Walking Tour Brookline Village Walking Tour Roxbury Crossing Walking Tour Medford Walking Tour Quincy Market Walking Tour West End Walking Tour Winthrop Walking Tour Uphams Corner Walking Tour Orient Heights Walking Tour Admirals Hill Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Glenwood Walking Tour Forest Hills Walking Tour Strawberry Hill Walking Tour Downtown Boston Walking Tour Aberdeen Walking Tour Malden Centre Walking Tour North Cambridge Walking Tour Fields Corner Walking Tour North Brighton Walking Tour Dorchester North Walking Tour Beacon Hill Walking Tour East Boston Walking Tour Ashmont Walking Tour Allston/brighton Walking Tour Spring Hill Walking Tour Ten Hills Walking Tour Dorchester Center Walking Tour Cottage Park Walking Tour Mount Auburn Walking Tour Edgeworth Walking Tour

Amazing Race

Longwood Station Amazing Race Wellington Amazing Race Revere Amazing Race South End Amazing Race Admirals Hill Amazing Race Orient Heights Amazing Race Sommerville Amazing Race South Bay Amazing Race Glendale Amazing Race North Brighton Amazing Race Chinatown/leather District Amazing Race Mount Auburn Amazing Race Strawberry Hill Amazing Race Faulkner Amazing Race Roxbury Amazing Race Cottage Park Amazing Race Downtown/financial District Amazing Race Brighton Amazing Race Winter Hill Amazing Race Old Cambridge Amazing Race Ashmont Amazing Race Medford Hillside Amazing Race Winthrop Highlands Amazing Race Neponset Amazing Race Brookline Amazing Race Fenway/kenmore Amazing Race Hendersonville Amazing Race Larchwood Amazing Race Coolidge Hill Amazing Race East Cambridge Amazing Race North Cambridge Amazing Race Point Shirley Amazing Race Suffolk Downs Station Amazing Race Fields Corner Amazing Race Savin Hill Amazing Race Meeting House Hill Amazing Race Forest Hills Amazing Race Glenwood Amazing Race Court Park Amazing Race Downtown Boston Amazing Race Dorchester Center Amazing Race Prospect Hill Amazing Race Malden Centre Amazing Race City Point Amazing Race West Somerville Amazing Race Medford Amazing Race Reservoir Amazing Race Malden Amazing Race South Boston Amazing Race Chelsea Amazing Race Mission Hill Amazing Race Squantum Amazing Race Beachmont Amazing Race Charlestown Amazing Race Winthrop Beach Amazing Race Ten Hills Amazing Race New Squantum Amazing Race Somerville Amazing Race West Everett Amazing Race Back Bay Amazing Race Cottage Hill Amazing Race East Somerville Amazing Race Dorchester North Amazing Race Forest Hills Amazing Race Aberdeen Amazing Race Coolidge Corner Amazing Race Jamaica Plain Amazing Race Jeffries Point Amazing Race Cambridgeport Amazing Race Cambridge Amazing Race Edgeworth Amazing Race Mount Bowdoin Amazing Race Mount Ida Amazing Race Beaconsfield Amazing Race Waterfront Amazing Race Grove Hall Amazing Race Dock Square Amazing Race Allston Amazing Race Kendall Square Amazing Race Fort Winthrop Historical Amazing Race Brookline Village Amazing Race West End Amazing Race Winthrop Amazing Race Crescent Beach Amazing Race Inner Belt Amazing Race Dorchester Amazing Race Spring Hill Amazing Race Beacon Hill Amazing Race North End Amazing Race East Boston Amazing Race Uphams Corner Amazing Race Huron Village Amazing Race Bay Village Amazing Race Roxbury Crossing Amazing Race Allston/brighton Amazing Race Boston Amazing Race Everett Amazing Race Avon Hill Amazing Race Quincy Market Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race

Escape Room

East Cambridge Escape Room Roxbury Crossing Escape Room Mount Ida Escape Room West End Escape Room Allston/brighton Escape Room Revere Escape Room Downtown Boston Escape Room Winthrop Escape Room Brookline Escape Room Avon Hill Escape Room Dorchester Center Escape Room Forest Hills Escape Room Medford Escape Room Orient Heights Escape Room West Everett Escape Room Downtown/financial District Escape Room East Boston Escape Room Wellington Escape Room Mount Bowdoin Escape Room Huron Village Escape Room Dorchester North Escape Room Suffolk Downs Station Escape Room Brookline Village Escape Room Longwood Station Escape Room Glenwood Escape Room East Somerville Escape Room Somerville Escape Room Boston Escape Room North Brighton Escape Room Beacon Hill Escape Room Everett Escape Room Brighton Escape Room Fields Corner Escape Room Fort Winthrop Historical Escape Room Faulkner Escape Room Glendale Escape Room Neponset Escape Room Squantum Escape Room Beachmont Escape Room Jamaica Plain Escape Room Inner Belt Escape Room Cambridgeport Escape Room Spring Hill Escape Room Strawberry Hill Escape Room Jeffries Point Escape Room Cambridge Escape Room Chinatown/leather District Escape Room Old Cambridge Escape Room Larchwood Escape Room Kendall Square Escape Room Cottage Hill Escape Room Ten Hills Escape Room Malden Escape Room Point Shirley Escape Room Waterfront Escape Room Hendersonville Escape Room Uphams Corner Escape Room Fenway/kenmore Escape Room Crescent Beach Escape Room Reservoir Escape Room Winthrop Highlands Escape Room North End Escape Room Mount Auburn Escape Room New Squantum Escape Room North Cambridge Escape Room City Point Escape Room South Boston Escape Room Aberdeen Escape Room Prospect Hill Escape Room Beaconsfield Escape Room Coolidge Hill Escape Room Bay Village Escape Room Grove Hall Escape Room Forest Hills Escape Room Admirals Hill Escape Room Medford Hillside Escape Room Winter Hill Escape Room Coolidge Corner Escape Room Va Boston Healthcare System Brockton Campus Escape Room South End Escape Room Court Park Escape Room Edgeworth Escape Room Meeting House Hill Escape Room Savin Hill Escape Room Dorchester Escape Room Quincy Market Escape Room Allston Escape Room Roxbury Escape Room South Bay Escape Room Malden Centre Escape Room Charlestown Escape Room West Somerville Escape Room Back Bay Escape Room Chelsea Escape Room Cottage Park Escape Room Mission Hill Escape Room Sommerville Escape Room Ashmont Escape Room Winthrop Beach Escape Room Dock Square Escape Room
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