Amazing Race near Winter Hill, Massachusetts

Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Embark on a whirlwind adventure through Boston's rich history! Uncover the secrets of the American Revolution, learn about the city's seafaring traditions, and even delve into the world of boxing. Snap selfies, answer trivia, and explore iconic sites like the Massachusetts State House. Discover the city's role in the slave trade, rum, fish, salt, and tobacco industries. Unearth fun facts like Boston's ban on Christmas celebrations in the 17th century. Ready, set, explore!

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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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

This was really fun, it was a nice day and we learned a lot!

Bill S.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Los Jefes

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Puzzling Adventures Highlights

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

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directions

Boston Self-Guided Scavenger Hunt, 60 State St, Boston, MA 02109

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More Information

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Directory

Walking Tour

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

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