Amazing Race near Medford Hillside, Massachusetts

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Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

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.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Medford Hillside

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

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 © THE DIDDLERS

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Puzzling Adventures Highlights

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

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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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directions

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

More Information

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Directory

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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Escape Room

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

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