Amazing Race near Winter Hill, Massachusetts

If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining 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.

Embark on your journey, your way, your time...

As 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 pace.

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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.

Had a blast! Would definitely do it again!

Candice B.

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

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

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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

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More Information

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Directory

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

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