Amazing Race near Winter Hill, Massachusetts

Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

Embark on a thrilling quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!

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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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 a great experience!

Natalie M.

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 © THE DIDDLERS

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Puzzling Adventures Highlights

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

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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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Rendering Map

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directions

Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

More Information

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Directory

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

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