Amazing Race near Winter Hill, Massachusetts

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 quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!

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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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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

I got this as a gift for my wife and we loved it!

Alvin M.

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

Dianne M.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © Moraga6

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Puzzling Adventures Highlights

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

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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

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Directory

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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Scavenger Hunt

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

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