Walking Tour near Winter Hill, Massachusetts

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Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

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 © Quotti

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Puzzling Adventures Highlights

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

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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

Walking Tour

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

Escape Room

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

Amazing Race

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Treasure Hunt

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

Scavenger Hunt

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

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