Amazing Race near Winter Hill, Massachusetts

Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling adventure through Boston! Unravel mysteries of the American Revolution, learn about the Boston Massacre, and the city's seafaring tradition. Discover iconic landmarks like Norman B. Leventhal Park and Rose Fitzgerald Kennedy Greenway. Uncover the secrets of Boston Harbor and its islands. Test your knowledge with intriguing questions about historical events, famous personalities, and much more. Don't forget to capture memories with your camera!

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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.

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 so fun!

Bob A.

Amazing experience. Very well set up.

Melissa S.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Privateer

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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directions

Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

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More Information

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Directory

Escape Room

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

Amazing Race

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Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

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