Walking Tour near Winter Hill, Massachusetts

Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

Embark on a thrilling journey in Boston! Unravel the city's secrets, from its early European settlers to its modern-day marvels. Answer intriguing questions, snap team selfies, and learn about the city's rich history. Discover the oldest city park in the U.S., explore the subway's electrifying past, and marvel at a 19-ton sculpture. Uncover the city's football roots, its driving laws, and its stunning public garden. You'll even get a taste of Broadway with a Hamilton trivia!

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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.

Had a blast! Would definitely do it again!

Candice B.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © CAMEL5

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

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

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Directory

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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