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!

Puzzling Adventures

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

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

Dianne M.

Our family had a great time!

Christi C.

Image © Hippie ninjas

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

1 Devonshire Pl, Boston, MA 02109

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Directory

Walking Tour

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

Amazing Race

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Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

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