Amazing Race near Winter Hill, Massachusetts

Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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!

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.

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 is a great way to explore and learn about a city!

Stacy H.

This was really fun, it was a nice day and we learned a lot!

Bill S.

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 © Alyssando

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Puzzling Adventures Highlights

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

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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

73 Tremont St., Boston, MA 02108

More Information

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Directory

Amazing Race

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Escape Room

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

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