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 © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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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

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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