Walking Tour near Winter Hill, Massachusetts

Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

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.

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.

Very enjoyable!

Kelly L.

Our family had a great time!

Christi C.

Image © BeanTown

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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Rendering Map

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directions

73 Tremont St., Boston, MA 02108

More Information

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Directory

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

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