Amazing Race near Medford Hillside, Massachusetts

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Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

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.

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.

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 a great way to spend an afternoon outdoors!

Lynne-Marie 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 © Team Owl Monkeys

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Puzzling Adventures Highlights

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

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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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Rendering Map

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directions

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

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Directory

Walking Tour

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

Treasure Hunt

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

Amazing Race

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Escape Room

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

Scavenger Hunt

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