Amazing Race near Winter Hill, Massachusetts

Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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

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.

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.

Very enjoyable!

Kelly L.

Our family had a great time!

Christi C.

Image © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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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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directions

Boston Self-Guided Scavenger Hunt, 60 State St, Boston, MA 02109

More Information

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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