Scavenger Hunt near Winthrop Highlands, Massachusetts

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Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Winthrop Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

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

Rhonda R.

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 © MonaBecca

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

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