Amazing Race near Winter Hill, Massachusetts

Puzzling Adventures Customer Photo 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!

Puzzling Adventures


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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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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 © Nemi Family

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Puzzling Adventures Highlights

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

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directions
1 Devonshire Pl, Boston, MA 02109
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Directory

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

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