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?

Puzzling Adventures

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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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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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.
Very enjoyable!
Kelly L.
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 © Alyssando
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Puzzling Adventures Highlights

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

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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

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directions
73 Tremont St., Boston, MA 02108

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Directory

Scavenger Hunt

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

Amazing Race

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Escape Room

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

Walking Tour

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

Treasure Hunt

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