Amazing Race near Winter Hill, Massachusetts

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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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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

Highly recommend to anyone for a fun day out in the city!

Molly C.

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 © THE DIDDLERS

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Puzzling Adventures Highlights

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

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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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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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

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