Amazing Race near Winter Hill, Massachusetts

Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

Embark on a whirlwind adventure through Boston's rich history! Uncover the secrets of the American Revolution, learn about the city's seafaring traditions, and even delve into the world of boxing. Snap selfies, answer trivia, and explore iconic sites like the Massachusetts State House. Discover the city's role in the slave trade, rum, fish, salt, and tobacco industries. Unearth fun facts like Boston's ban on Christmas celebrations in the 17th century. Ready, set, explore!

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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!

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.

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

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Had a blast! Would definitely do it again!
Candice B.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Surprise Sport Stars
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Puzzling Adventures Highlights

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

Available 24 Hours a day 7 days a week

directions
Boston Self-Guided Scavenger Hunt, 60 State St, Boston, MA 02109
Other Locations
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Directory

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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