Amazing Race near Winter Hill, Massachusetts

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Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

Embark on a thrilling quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!

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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.

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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

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.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Moraga6

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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directions

Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

More Information

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Directory

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

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