Amazing Race near Winter Hill, Massachusetts

Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on 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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

This was a great experience!

Natalie M.

Our family had a great time!

Christi C.

Image © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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

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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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

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