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 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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

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

This was so fun!

Bob A.

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

Rhonda R.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © Quotti

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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directions

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

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More Information

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Directory

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

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