Amazing Race near Winter Hill, Massachusetts

If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

Puzzling Adventures

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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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Play on your own schedule at your own pace...

Since 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 speed.

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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.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © Triple Threat Triads

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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directions

73 Tremont St., Boston, MA 02108

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More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

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