Walking Tour near Winter Hill, Massachusetts

Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

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.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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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

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

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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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View Purchase Options

directions

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

More Information

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Directory

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

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