Amazing Race near Winter Hill, Massachusetts

Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Puzzling Adventures

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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Amazing experience. Very well set up.

Melissa S.

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

Angie B.

Image © Sparkling Seas

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Puzzling Adventures Highlights

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

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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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View Purchase Options

directions

Puzzling Adventures, 65 John F Kennedy St, Cambridge, MA 02138

More Information

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Directory

Escape Room

Fenway/kenmore Escape Room Dock Square Escape Room Kendall Square Escape Room Prospect Hill Escape Room Allston Escape Room West Somerville Escape Room Brookline Village Escape Room Symmes Corner Escape Room Larchwood Escape Room Uphams Corner Escape Room South Bay Escape Room Coolidge Corner Escape Room West Everett Escape Room Huron Village Escape Room Brighton Escape Room Faneuil Escape Room North Village Escape Room Allston Brighton Escape Room Arlington Heights Escape Room Newton Escape Room Malden Highlands Escape Room Newtonville Escape Room Charlestown Escape Room South Boston Escape Room East Somerville Escape Room Roxbury Escape Room Malden Centre Escape Room East Arlington Escape Room East Boston Escape Room Cambridge Escape Room Longwood Station Escape Room Avon Hill Escape Room Beaver Brook Station Escape Room Edgeworth Escape Room Old Cambridge Escape Room Aberdeen Escape Room Strawberry Hill Escape Room Belmont Escape Room Inner Belt Escape Room Oak Grove Escape Room Jamaica Plain Escape Room Beaconsfield Escape Room Glendale Escape Room Wellington Escape Room Medford Hillside Escape Room North Cambridge Escape Room Mount Auburn Escape Room Mission Hill Escape Room Payson Park Escape Room Ten Hills Escape Room Thompsonville Escape Room Chelsea Escape Room Jeffries Point Escape Room Grove Hall Escape Room Boston Escape Room Spring Hill Escape Room Waverley Escape Room West Medford Escape Room Brookline Escape Room Downtown Boston Escape Room East Cambridge Escape Room Back Bay Escape Room Bemis Escape Room Medford Escape Room Arlington Escape Room Malden Escape Room East Watertown Escape Room Va Boston Healthcare System Brockton Campus Escape Room Cambridgeport Escape Room Wedgemere Escape Room Chinatown/leather District Escape Room West End Escape Room Brattle Escape Room Watertown Escape Room Everett Escape Room North Brighton Escape Room Eastview Park Escape Room South End Escape Room Admirals Hill Escape Room Newton Corner Escape Room Chestnut Hill Escape Room Glenwood Escape Room Cedar Hill Camp Escape Room Downtown/financial District Escape Room Somerville Escape Room Beacon Hill Escape Room Reservoir Escape Room Clematis Brook Station Escape Room Coolidge Hill Escape Room Dorchester North Escape Room Nonantum Escape Room North End Escape Room Roxbury Crossing Escape Room Sommerville Escape Room Bay Village Escape Room Winter Hill Escape Room Waterfront Escape Room Hendersonville Escape Room Newton Center Escape Room Quincy Market Escape Room

Treasure Hunt

South Boston Treasure Hunt Medford Hillside Treasure Hunt Charlestown Treasure Hunt Roxbury Treasure Hunt Roxbury Crossing Treasure Hunt Larchwood Treasure Hunt Mission Hill Treasure Hunt Waterfront Treasure Hunt Mount Auburn Treasure Hunt Brighton Treasure Hunt Payson Park Treasure Hunt Somerville Treasure Hunt Prospect Hill Treasure Hunt Faneuil Treasure Hunt Wellington Treasure Hunt Beaver Brook Station Treasure Hunt Dorchester North Treasure Hunt Bemis Treasure Hunt Malden Centre Treasure Hunt Jamaica Plain Treasure Hunt Downtown Boston Treasure Hunt Brookline Village Treasure Hunt Uphams Corner Treasure Hunt East Cambridge Treasure Hunt Avon Hill Treasure Hunt Symmes Corner Treasure Hunt Fenway/kenmore Treasure Hunt Spring Hill Treasure Hunt Brookline Treasure Hunt Chelsea Treasure Hunt Newton Center Treasure Hunt Inner Belt Treasure Hunt Eastview Park Treasure Hunt Aberdeen Treasure Hunt Allston Brighton Treasure Hunt Longwood Station Treasure Hunt North Cambridge Treasure Hunt East Arlington Treasure Hunt Dock Square Treasure Hunt Oak Grove Treasure Hunt Cambridge Treasure Hunt Coolidge Hill Treasure Hunt North End Treasure Hunt Malden Highlands Treasure Hunt Newton Corner Treasure Hunt Kendall Square Treasure Hunt Arlington Treasure Hunt Hendersonville Treasure Hunt West Medford Treasure Hunt Belmont Treasure Hunt Medford Treasure Hunt Glenwood Treasure Hunt West Everett Treasure Hunt Back Bay Treasure Hunt Beacon Hill Treasure Hunt Brattle Treasure Hunt Malden Treasure Hunt Clematis Brook Station Treasure Hunt Glendale Treasure Hunt Sommerville Treasure Hunt Chestnut Hill Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Old Cambridge Treasure Hunt Admirals Hill Treasure Hunt East Watertown Treasure Hunt Chinatown/leather District Treasure Hunt Reservoir Treasure Hunt Cedar Hill Camp Treasure Hunt Cambridgeport Treasure Hunt Strawberry Hill Treasure Hunt Jeffries Point Treasure Hunt Arlington Heights Treasure Hunt Newton Treasure Hunt Huron Village Treasure Hunt North Brighton Treasure Hunt Ten Hills Treasure Hunt Quincy Market Treasure Hunt Allston Treasure Hunt Nonantum Treasure Hunt Coolidge Corner Treasure Hunt Beaconsfield Treasure Hunt Thompsonville Treasure Hunt West Somerville Treasure Hunt Everett Treasure Hunt North Village Treasure Hunt Downtown/financial District Treasure Hunt Boston Treasure Hunt Grove Hall Treasure Hunt Newtonville Treasure Hunt Waverley Treasure Hunt Wedgemere Treasure Hunt South Bay Treasure Hunt East Somerville Treasure Hunt Bay Village Treasure Hunt Winter Hill Treasure Hunt West End Treasure Hunt South End Treasure Hunt East Boston Treasure Hunt Edgeworth Treasure Hunt Watertown Treasure Hunt

Scavenger Hunt

West End Scavenger Hunt Newton Corner Scavenger Hunt Watertown Scavenger Hunt Wedgemere Scavenger Hunt Charlestown Scavenger Hunt Everett Scavenger Hunt West Medford Scavenger Hunt Roxbury Crossing Scavenger Hunt Thompsonville Scavenger Hunt Brighton Scavenger Hunt Inner Belt Scavenger Hunt Coolidge Hill Scavenger Hunt Eastview Park Scavenger Hunt Strawberry Hill Scavenger Hunt Glenwood Scavenger Hunt Reservoir Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt South Boston Scavenger Hunt Medford Hillside Scavenger Hunt Boston Scavenger Hunt Chestnut Hill Scavenger Hunt East Boston Scavenger Hunt East Cambridge Scavenger Hunt Back Bay Scavenger Hunt Mission Hill Scavenger Hunt Oak Grove Scavenger Hunt Larchwood Scavenger Hunt West Everett Scavenger Hunt Belmont Scavenger Hunt Brookline Village Scavenger Hunt Ten Hills Scavenger Hunt Payson Park Scavenger Hunt North End Scavenger Hunt Bemis Scavenger Hunt Hendersonville Scavenger Hunt Arlington Scavenger Hunt Quincy Market Scavenger Hunt Mount Auburn Scavenger Hunt Malden Scavenger Hunt North Brighton Scavenger Hunt Beaver Brook Station Scavenger Hunt South End Scavenger Hunt Winter Hill Scavenger Hunt Allston Scavenger Hunt Old Cambridge Scavenger Hunt East Watertown Scavenger Hunt Chelsea Scavenger Hunt Spring Hill Scavenger Hunt Newton Scavenger Hunt Coolidge Corner Scavenger Hunt Grove Hall Scavenger Hunt Huron Village Scavenger Hunt Chinatown/leather District Scavenger Hunt East Somerville Scavenger Hunt Waterfront Scavenger Hunt Newton Center Scavenger Hunt Symmes Corner Scavenger Hunt Brookline Scavenger Hunt Faneuil Scavenger Hunt Downtown/financial District Scavenger Hunt Medford Scavenger Hunt Sommerville Scavenger Hunt Allston Brighton Scavenger Hunt Cedar Hill Camp Scavenger Hunt Admirals Hill Scavenger Hunt Beaconsfield Scavenger Hunt Somerville Scavenger Hunt Roxbury Scavenger Hunt Jeffries Point Scavenger Hunt Edgeworth Scavenger Hunt Newtonville Scavenger Hunt East Arlington Scavenger Hunt Cambridge Scavenger Hunt Malden Highlands Scavenger Hunt Malden Centre Scavenger Hunt Wellington Scavenger Hunt Jamaica Plain Scavenger Hunt Dock Square Scavenger Hunt Beacon Hill Scavenger Hunt Nonantum Scavenger Hunt North Cambridge Scavenger Hunt Dorchester North Scavenger Hunt Clematis Brook Station Scavenger Hunt Prospect Hill Scavenger Hunt Downtown Boston Scavenger Hunt Brattle Scavenger Hunt Fenway/kenmore Scavenger Hunt Kendall Square Scavenger Hunt Glendale Scavenger Hunt Avon Hill Scavenger Hunt Longwood Station Scavenger Hunt Arlington Heights Scavenger Hunt South Bay Scavenger Hunt Bay Village Scavenger Hunt West Somerville Scavenger Hunt Waverley Scavenger Hunt Cambridgeport Scavenger Hunt North Village Scavenger Hunt Uphams Corner Scavenger Hunt Aberdeen Scavenger Hunt

Walking Tour

Malden Walking Tour Jeffries Point Walking Tour Glenwood Walking Tour Grove Hall Walking Tour Chelsea Walking Tour Medford Walking Tour Waverley Walking Tour Avon Hill Walking Tour Strawberry Hill Walking Tour Roxbury Walking Tour Dorchester North Walking Tour West Medford Walking Tour Spring Hill Walking Tour Glendale Walking Tour Back Bay Walking Tour Winter Hill Walking Tour West Somerville Walking Tour Allston Walking Tour East Boston Walking Tour Newtonville Walking Tour Fenway/kenmore Walking Tour Quincy Market Walking Tour Dock Square Walking Tour Boston Walking Tour Malden Centre Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Newton Corner Walking Tour Arlington Walking Tour Hendersonville Walking Tour West End Walking Tour Medford Hillside Walking Tour North Village Walking Tour East Cambridge Walking Tour Charlestown Walking Tour Bay Village Walking Tour Payson Park Walking Tour Beaver Brook Station Walking Tour Kendall Square Walking Tour Brighton Walking Tour Jamaica Plain Walking Tour Eastview Park Walking Tour Cambridge Walking Tour Uphams Corner Walking Tour Wellington Walking Tour Coolidge Hill Walking Tour Mount Auburn Walking Tour Brookline Walking Tour Allston Brighton Walking Tour Longwood Station Walking Tour Everett Walking Tour Coolidge Corner Walking Tour Brattle Walking Tour Roxbury Crossing Walking Tour Aberdeen Walking Tour Newton Center Walking Tour Somerville Walking Tour East Watertown Walking Tour Watertown Walking Tour Wedgemere Walking Tour Clematis Brook Station Walking Tour Chestnut Hill Walking Tour Belmont Walking Tour Reservoir Walking Tour Huron Village Walking Tour Chinatown/leather District Walking Tour Admirals Hill Walking Tour Nonantum Walking Tour Larchwood Walking Tour Brookline Village Walking Tour Old Cambridge Walking Tour Arlington Heights Walking Tour Thompsonville Walking Tour Oak Grove Walking Tour Bemis Walking Tour Inner Belt Walking Tour East Arlington Walking Tour Symmes Corner Walking Tour Malden Highlands Walking Tour West Everett Walking Tour South End Walking Tour Beacon Hill Walking Tour Prospect Hill Walking Tour Downtown Boston Walking Tour North End Walking Tour Beaconsfield Walking Tour South Bay Walking Tour Downtown/financial District Walking Tour North Cambridge Walking Tour Cedar Hill Camp Walking Tour Waterfront Walking Tour Faneuil Walking Tour Newton Walking Tour Sommerville Walking Tour Mission Hill Walking Tour South Boston Walking Tour North Brighton Walking Tour East Somerville Walking Tour Cambridgeport Walking Tour Edgeworth Walking Tour Ten Hills Walking Tour

Amazing Race

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