Scavenger Hunt near Winter Hill, Massachusetts

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Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

Embark on a thrilling quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!

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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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © The birdies

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Puzzling Adventures Highlights

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

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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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Mapping Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

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Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

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