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 © 4 squirrels

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Puzzling Adventures Highlights

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

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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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Directory

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

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