Scavenger Hunt near Winter Hill, Massachusetts

Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

Puzzling Adventures

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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.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

Very enjoyable!

Kelly L.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Bostonians

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Puzzling Adventures Highlights

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

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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

73 Tremont St., Boston, MA 02108

More Information

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Directory

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

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