Heroes of Herald Square | Scavenger Hunt Adventure Along Historic 34th Street
Private, fully hosted team competitions. Puzzle-driven pen & paper games in the real world.
Inside the Hunt
Welcome to the Heroes of Herald Square scavenger hunt — a history-rich adventure through the storied 34th Street district, where newspaper empires, retail spectacle, transit megastructures, and world-changing events converge.
Starting at Macy’s, clues propel you between Herald and Greeley Squares, exploring monuments, Madison Square Garden, grand hotels, and more. From turn-of-the-century memorials to Beaux-Arts grandeur, from a sports-changing phone call to a legendary inventor’s final chapter, this hunt turns busy Midtown into a layered, fast-moving competition!
Since 2008
Herald Square's Hidden Stories
Herald Square was the epicenter of a great rivalry between the New York Herald and New-York Tribune. Teams trace this fierce feud along Broadway before venturing inside Macy’s to ride original wooden escalators and hunt for vintage fixtures.
Then, dive into the renovated Penn Station, before exploring the opulent Farley Post Office with its decorative ceilings and antique elements. The trail ends at Moynihan Train Hall, where echoes of the original Penn Station endure.
Highlights
- Scout Macy’s celebrities, nostalgic store relics, tributes to the fallen, and the site where Thomas Edison brought motion pictures to life
- Spot bronze bell-ringers, wise winged creatures, and a mysterious doorway with French wisdom
- Track down a newspaper mogul’s famous advice for people just starting out in life, and a sports moment that changed America forever
- Roam through the Farley Post Office, Memorial Rotunda, ornate teller windows, and battle scars carved in stone
- Seek out The New Yorker Hotel, where legendary inventor Nikola Tesla lived and died, and a museum filled with his artifacts
- Creative challenges — sage advice to strangers, movie-making, performing at MSG, and much more!
Life-long New Yorkers will be surprised by how much they learn! Visitors will have a hands-on experience not possible on a tour.
Our Heroes of Herald Square scavenger hunt is a game of strategy where teams search for clues, solve puzzles, and race to outsmart each other and win. Are you ready? Let’s go!
