Walking Tour near Winter Hill, Massachusetts

Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

Puzzling Adventures

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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Very enjoyable!

Kelly L.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © Sierras uncles orange shirt

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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directions

73 Tremont St., Boston, MA 02108

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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