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

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

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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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

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