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

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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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

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

Alvin M.

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

Rhonda R.

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 © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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directions

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

More Information

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Directory

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

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