Walking Tour near Winter Hill, Massachusetts

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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.

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 so fun!

Bob A.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © Adams Family CT

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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directions

73 Tremont St., Boston, MA 02108

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More Information

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

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