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.

Embark on a whirlwind adventure through Boston's rich history! Uncover the secrets of the American Revolution, learn about the city's seafaring traditions, and even delve into the world of boxing. Snap selfies, answer trivia, and explore iconic sites like the Massachusetts State House. Discover the city's role in the slave trade, rum, fish, salt, and tobacco industries. Unearth fun facts like Boston's ban on Christmas celebrations in the 17th century. Ready, set, explore!

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Very enjoyable!

Kelly L.

Our family had a great time!

Christi C.

Image © Los Jefes

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Puzzling Adventures Highlights

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

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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

Boston Self-Guided Scavenger Hunt, 60 State St, Boston, MA 02109

More Information

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Directory

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

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