Amazing Race near Medford Hillside, Massachusetts

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 journey in Boston! Unravel the city's secrets, from its early European settlers to its modern-day marvels. Answer intriguing questions, snap team selfies, and learn about the city's rich history. Discover the oldest city park in the U.S., explore the subway's electrifying past, and marvel at a 19-ton sculpture. Uncover the city's football roots, its driving laws, and its stunning public garden. You'll even get a taste of Broadway with a Hamilton trivia!

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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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Medford Hillside

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

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

Bill S.

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 © AMZL NE1

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Puzzling Adventures Highlights

Exploration
250+ Locations
Enriching
Kid friendly
No reservations
Outdoor activity
Accessible
Flat rate price
Informative
Photo Challenges
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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Mapping Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

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

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Scavenger Hunt

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

Amazing Race

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Walking Tour

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

Escape Room

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

Treasure Hunt

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

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