Walking Tour near Winter Hill, Massachusetts

Immerse yourself in the captivating realm of Puzzling Adventures, where self-guided tours merge seamlessly with interactive puzzles and questions. Reveal the city's secrets while sharpening your mental acuity. Enjoy urban exploration with a twist!

Puzzling Adventures

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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image ©

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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Rendering Map

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directions

60 State St, Boston, MA 02109

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

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