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!

Embark on a thrilling journey in Boston! Unravel the city's secrets, from its early European settlers to its modern-day marvels. Answer intriguing questions, snap team selfies, and learn about the city's rich history. Discover the oldest city park in the U.S., explore the subway's electrifying past, and marvel at a 19-ton sculpture. Uncover the city's football roots, its driving laws, and its stunning public garden. You'll even get a taste of Broadway with a Hamilton trivia!

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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.

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

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 © Francois0304

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Puzzling Adventures Highlights

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

Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

More Information

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Directory

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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