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 © Alyssando

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Treasure Hunt

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

Amazing Race

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Scavenger Hunt

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

Walking Tour

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

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