Amazing Race near Winter Hill, Massachusetts

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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.

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

Highly recommend to anyone for a fun day out in the city!

Molly C.

This was really fun, it was a nice day and we learned a lot!

Bill S.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © Team C Dawgs

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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directions

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

More Information

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Directory

Walking Tour

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

Amazing Race

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Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

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