Amazing Race near Winter Hill, Massachusetts

Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win 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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Very enjoyable!

Kelly L.

Our family had a great time!

Christi C.

Image © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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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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directions

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

More Information

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Directory

Walking Tour

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

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