Amazing Race near Winter Hill, Massachusetts

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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!

Puzzling Adventures

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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.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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

This is a great way to explore and learn about a city!

Stacy H.

Very enjoyable!

Kelly L.

This was so much fun! What a great adventure!

Michele P.

Image © DuckiesRule

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Puzzling Adventures Highlights

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

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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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Mapping 65 John F Kennedy St, Cambridge, MA 02138

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directions

65 John F Kennedy St, Cambridge, MA 02138

More Information

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Directory

Escape Room

Winter Hill Escape Room Faneuil Escape Room East Boston Escape Room Beacon Hill Escape Room Inner Belt Escape Room Beaver Brook Station Escape Room Brookline Village Escape Room West Everett Escape Room Sommerville Escape Room North End Escape Room Grove Hall Escape Room Spring Hill Escape Room Kendall Square Escape Room Waterfront Escape Room Hendersonville Escape Room Arlington Heights Escape Room Jamaica Plain Escape Room Admirals Hill Escape Room Jeffries Point Escape Room Boston Escape Room Chinatown/leather District Escape Room Edgeworth Escape Room Coolidge Corner Escape Room Longwood Station Escape Room Avon Hill Escape Room Brighton Escape Room Symmes Corner Escape Room Belmont Escape Room North Village Escape Room East Arlington Escape Room Everett Escape Room Quincy Market Escape Room Malden Highlands Escape Room Waverley Escape Room Dock Square Escape Room Watertown Escape Room Newton Escape Room Glenwood Escape Room Huron Village Escape Room Chelsea Escape Room Eastview Park Escape Room Glendale Escape Room South Bay Escape Room Va Boston Healthcare System Brockton Campus Escape Room West Somerville Escape Room Mission Hill Escape Room Cedar Hill Camp Escape Room East Watertown Escape Room Bay Village Escape Room Brattle Escape Room Malden Escape Room West Medford Escape Room Coolidge Hill Escape Room Back Bay Escape Room Roxbury Crossing Escape Room Cambridgeport Escape Room Cambridge Escape Room North Brighton Escape Room Brookline Escape Room Prospect Hill Escape Room Payson Park Escape Room Oak Grove Escape Room Allston Brighton Escape Room Ten Hills Escape Room Mount Auburn Escape Room Wellington Escape Room Downtown Boston Escape Room East Cambridge Escape Room Larchwood Escape Room Clematis Brook Station Escape Room Old Cambridge Escape Room Uphams Corner Escape Room North Cambridge Escape Room Charlestown Escape Room Allston Escape Room Chestnut Hill Escape Room Wedgemere Escape Room Medford Hillside Escape Room Medford Escape Room South Boston Escape Room Strawberry Hill Escape Room East Somerville Escape Room Roxbury Escape Room Nonantum Escape Room Reservoir Escape Room Thompsonville Escape Room South End Escape Room Bemis Escape Room Arlington Escape Room Somerville Escape Room Malden Centre Escape Room Newton Center Escape Room Aberdeen Escape Room West End Escape Room Downtown/financial District Escape Room Newtonville Escape Room Newton Corner Escape Room Fenway/kenmore Escape Room Beaconsfield Escape Room Dorchester North Escape Room

Treasure Hunt

East Cambridge Treasure Hunt Old Cambridge Treasure Hunt Mission Hill Treasure Hunt Hendersonville Treasure Hunt Inner Belt Treasure Hunt Coolidge Corner Treasure Hunt Faneuil Treasure Hunt Medford Treasure Hunt Fenway/kenmore Treasure Hunt Prospect Hill Treasure Hunt Edgeworth Treasure Hunt Chelsea Treasure Hunt Glenwood Treasure Hunt East Arlington Treasure Hunt Waterfront Treasure Hunt Symmes Corner Treasure Hunt Grove Hall Treasure Hunt Eastview Park Treasure Hunt East Somerville Treasure Hunt Cambridgeport Treasure Hunt West Everett Treasure Hunt Bay Village Treasure Hunt Arlington Treasure Hunt Strawberry Hill Treasure Hunt Charlestown Treasure Hunt Wedgemere Treasure Hunt Avon Hill Treasure Hunt Larchwood Treasure Hunt Downtown Boston Treasure Hunt Newton Corner Treasure Hunt Downtown/financial District Treasure Hunt Kendall Square Treasure Hunt Coolidge Hill Treasure Hunt Reservoir Treasure Hunt Allston Brighton Treasure Hunt Jeffries Point Treasure Hunt Aberdeen Treasure Hunt Watertown Treasure Hunt Waverley Treasure Hunt Glendale Treasure Hunt South End Treasure Hunt East Watertown Treasure Hunt Newton Center Treasure Hunt Ten Hills Treasure Hunt Brookline Village Treasure Hunt Somerville Treasure Hunt Belmont Treasure Hunt Everett Treasure Hunt Beaver Brook Station Treasure Hunt Nonantum Treasure Hunt Spring Hill Treasure Hunt Newtonville Treasure Hunt Cedar Hill Camp Treasure Hunt Bemis Treasure Hunt Thompsonville Treasure Hunt Roxbury Crossing Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Sommerville Treasure Hunt Jamaica Plain Treasure Hunt West End Treasure Hunt North Brighton Treasure Hunt Wellington Treasure Hunt Quincy Market Treasure Hunt Boston Treasure Hunt Beacon Hill Treasure Hunt Allston Treasure Hunt West Somerville Treasure Hunt Arlington Heights Treasure Hunt Malden Treasure Hunt North End Treasure Hunt Malden Centre Treasure Hunt Back Bay Treasure Hunt South Bay Treasure Hunt Clematis Brook Station Treasure Hunt Medford Hillside Treasure Hunt Huron Village Treasure Hunt Brighton Treasure Hunt Mount Auburn Treasure Hunt Malden Highlands Treasure Hunt Dock Square Treasure Hunt Uphams Corner Treasure Hunt Newton Treasure Hunt North Cambridge Treasure Hunt Chestnut Hill Treasure Hunt East Boston Treasure Hunt Cambridge Treasure Hunt Payson Park Treasure Hunt Dorchester North Treasure Hunt Admirals Hill Treasure Hunt Chinatown/leather District Treasure Hunt North Village Treasure Hunt Brookline Treasure Hunt Winter Hill Treasure Hunt Brattle Treasure Hunt Oak Grove Treasure Hunt South Boston Treasure Hunt Longwood Station Treasure Hunt West Medford Treasure Hunt Roxbury Treasure Hunt Beaconsfield Treasure Hunt

Amazing Race

Watertown Amazing Race Cedar Hill Camp Amazing Race Newtonville Amazing Race Huron Village Amazing Race Allston Brighton Amazing Race Faneuil Amazing Race Brookline Amazing Race Allston Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race Malden Amazing Race Quincy Market Amazing Race Mission Hill Amazing Race Beaver Brook Station Amazing Race Eastview Park Amazing Race East Arlington Amazing Race Grove Hall Amazing Race Winter Hill Amazing Race Waterfront Amazing Race Belmont Amazing Race Prospect Hill Amazing Race Mount Auburn Amazing Race Cambridgeport Amazing Race West End Amazing Race Somerville Amazing Race Bay Village Amazing Race Chinatown/leather District Amazing Race East Boston Amazing Race Jeffries Point Amazing Race North End Amazing Race Dock Square Amazing Race Chestnut Hill Amazing Race Coolidge Hill Amazing Race Malden Highlands Amazing Race Roxbury Amazing Race Aberdeen Amazing Race Arlington Amazing Race Admirals Hill Amazing Race Beaconsfield Amazing Race Arlington Heights Amazing Race Sommerville Amazing Race South Boston Amazing Race Glenwood Amazing Race Brighton Amazing Race Oak Grove Amazing Race Larchwood Amazing Race Inner Belt Amazing Race East Somerville Amazing Race Dorchester North Amazing Race North Cambridge Amazing Race Roxbury Crossing Amazing Race Brattle Amazing Race Medford Hillside Amazing Race Old Cambridge Amazing Race Payson Park Amazing Race Everett Amazing Race Uphams Corner Amazing Race North Brighton Amazing Race Bemis Amazing Race East Watertown Amazing Race East Cambridge Amazing Race Avon Hill Amazing Race Strawberry Hill Amazing Race Reservoir Amazing Race Beacon Hill Amazing Race Clematis Brook Station Amazing Race Thompsonville Amazing Race Wellington Amazing Race Brookline Village Amazing Race Medford Amazing Race Longwood Station Amazing Race Downtown Boston Amazing Race Ten Hills Amazing Race West Medford Amazing Race West Everett Amazing Race Waverley Amazing Race Jamaica Plain Amazing Race Symmes Corner Amazing Race Charlestown Amazing Race Kendall Square Amazing Race Chelsea Amazing Race Hendersonville Amazing Race South Bay Amazing Race Back Bay Amazing Race Cambridge Amazing Race Fenway/kenmore Amazing Race Newton Amazing Race Downtown/financial District Amazing Race South End Amazing Race North Village Amazing Race Newton Corner Amazing Race Newton Center Amazing Race Edgeworth Amazing Race Coolidge Corner Amazing Race West Somerville Amazing Race Glendale Amazing Race Boston Amazing Race Malden Centre Amazing Race Nonantum Amazing Race Wedgemere Amazing Race Spring Hill Amazing Race

Scavenger Hunt

Dock Square Scavenger Hunt South End Scavenger Hunt Ten Hills Scavenger Hunt Nonantum Scavenger Hunt Uphams Corner Scavenger Hunt Glenwood Scavenger Hunt Oak Grove Scavenger Hunt Wellington Scavenger Hunt Eastview Park Scavenger Hunt Avon Hill Scavenger Hunt Arlington Heights Scavenger Hunt Cambridge Scavenger Hunt Payson Park Scavenger Hunt Chestnut Hill Scavenger Hunt Malden Highlands Scavenger Hunt West Medford Scavenger Hunt Mission Hill Scavenger Hunt Brattle Scavenger Hunt North Cambridge Scavenger Hunt Waverley Scavenger Hunt West Somerville Scavenger Hunt Coolidge Hill Scavenger Hunt Dorchester North Scavenger Hunt Symmes Corner Scavenger Hunt Watertown Scavenger Hunt East Watertown Scavenger Hunt Newton Scavenger Hunt Edgeworth Scavenger Hunt Beacon Hill Scavenger Hunt Newtonville Scavenger Hunt Downtown/financial District Scavenger Hunt Medford Scavenger Hunt Larchwood Scavenger Hunt Malden Scavenger Hunt Quincy Market Scavenger Hunt West End Scavenger Hunt Brookline Scavenger Hunt Clematis Brook Station Scavenger Hunt Beaver Brook Station Scavenger Hunt Faneuil Scavenger Hunt Admirals Hill Scavenger Hunt East Cambridge Scavenger Hunt Grove Hall Scavenger Hunt Old Cambridge Scavenger Hunt Allston Brighton Scavenger Hunt East Somerville Scavenger Hunt Aberdeen Scavenger Hunt South Boston Scavenger Hunt Longwood Station Scavenger Hunt North Brighton Scavenger Hunt North End Scavenger Hunt Chelsea Scavenger Hunt Medford Hillside Scavenger Hunt Coolidge Corner Scavenger Hunt Jamaica Plain Scavenger Hunt Brighton Scavenger Hunt Reservoir Scavenger Hunt East Arlington Scavenger Hunt Downtown Boston Scavenger Hunt Hendersonville Scavenger Hunt Bemis Scavenger Hunt Back Bay Scavenger Hunt Kendall Square Scavenger Hunt Roxbury Scavenger Hunt Thompsonville Scavenger Hunt Fenway/kenmore Scavenger Hunt Newton Corner Scavenger Hunt Cedar Hill Camp Scavenger Hunt Glendale Scavenger Hunt East Boston Scavenger Hunt Everett Scavenger Hunt Arlington Scavenger Hunt Strawberry Hill Scavenger Hunt Inner Belt Scavenger Hunt Roxbury Crossing Scavenger Hunt Prospect Hill Scavenger Hunt Winter Hill Scavenger Hunt Mount Auburn Scavenger Hunt Somerville Scavenger Hunt Waterfront Scavenger Hunt Sommerville Scavenger Hunt Huron Village Scavenger Hunt Spring Hill Scavenger Hunt Belmont Scavenger Hunt Boston Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt West Everett Scavenger Hunt Brookline Village Scavenger Hunt Jeffries Point Scavenger Hunt Malden Centre Scavenger Hunt Wedgemere Scavenger Hunt Beaconsfield Scavenger Hunt North Village Scavenger Hunt Bay Village Scavenger Hunt Cambridgeport Scavenger Hunt Allston Scavenger Hunt Charlestown Scavenger Hunt Newton Center Scavenger Hunt Chinatown/leather District Scavenger Hunt South Bay Scavenger Hunt

Walking Tour

Brattle Walking Tour Inner Belt Walking Tour Coolidge Corner Walking Tour West Medford Walking Tour Eastview Park Walking Tour Glenwood Walking Tour Wedgemere Walking Tour Everett Walking Tour Wellington Walking Tour Winter Hill Walking Tour Bay Village Walking Tour Downtown/financial District Walking Tour Oak Grove Walking Tour Grove Hall Walking Tour Bemis Walking Tour Belmont Walking Tour Kendall Square Walking Tour Beaconsfield Walking Tour Roxbury Crossing Walking Tour West End Walking Tour Newton Center Walking Tour Waverley Walking Tour Thompsonville Walking Tour Boston Walking Tour East Cambridge Walking Tour Arlington Heights Walking Tour Brighton Walking Tour Jeffries Point Walking Tour Cambridgeport Walking Tour Cedar Hill Camp Walking Tour Allston Walking Tour Chinatown/leather District Walking Tour East Arlington Walking Tour East Boston Walking Tour Back Bay Walking Tour Brookline Walking Tour Fenway/kenmore Walking Tour Somerville Walking Tour Old Cambridge Walking Tour Reservoir Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Avon Hill Walking Tour Coolidge Hill Walking Tour Medford Hillside Walking Tour South Boston Walking Tour Chestnut Hill Walking Tour Malden Highlands Walking Tour Newton Corner Walking Tour South Bay Walking Tour Larchwood Walking Tour Newton Walking Tour Medford Walking Tour Edgeworth Walking Tour Payson Park Walking Tour Aberdeen Walking Tour Jamaica Plain Walking Tour Admirals Hill Walking Tour Dorchester North Walking Tour Beaver Brook Station Walking Tour North End Walking Tour Newtonville Walking Tour Longwood Station Walking Tour Chelsea Walking Tour Clematis Brook Station Walking Tour Hendersonville Walking Tour Brookline Village Walking Tour Arlington Walking Tour Uphams Corner Walking Tour Charlestown Walking Tour Malden Walking Tour Waterfront Walking Tour Watertown Walking Tour Malden Centre Walking Tour Mission Hill Walking Tour East Watertown Walking Tour Ten Hills Walking Tour North Cambridge Walking Tour North Brighton Walking Tour Dock Square Walking Tour Quincy Market Walking Tour Cambridge Walking Tour Symmes Corner Walking Tour Roxbury Walking Tour East Somerville Walking Tour Allston Brighton Walking Tour Faneuil Walking Tour Beacon Hill Walking Tour Prospect Hill Walking Tour North Village Walking Tour Mount Auburn Walking Tour Nonantum Walking Tour Spring Hill Walking Tour Sommerville Walking Tour Strawberry Hill Walking Tour West Somerville Walking Tour Huron Village Walking Tour South End Walking Tour West Everett Walking Tour Downtown Boston Walking Tour Glendale Walking Tour

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