Scavenger Hunt near Winter Hill, Massachusetts

Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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 © Unknown feelings

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Puzzling Adventures Highlights

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

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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

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

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