Exploring Gilded Age Gramercy, Flatiron, and Union Square

What do President Theodore Roosevelt, famed Shakespearean actor Edwin Booth, and architect Stanford White all have in common? They can all trace some of the most important periods of their lives (and in one case, also their death) to a 10-block footprint in Manhattan. From walking its historic streets to admiring hidden-in-plain-sight buildings from over a century ago, it's time to uncover the area's past in a whole new way.

Join New York Adventure Club as we explore the Manhattan neighborhoods of Gramercy, Flatiron, and Union Square, with a focus on the structures and stories dating back to the late 1800s.

Led by licensed New York tour guide James Hoffman, our unique experience will include:

• A visit to the area's most historic green spaces including Madison Square Park, Union Square, and Gramercy Park (from outside the gates of this fenced-in private park — one of only two in New York City)
• A discussion of grand structures that once defined the Manhattan neighborhood including the original Madison Square Garden, the Hoffman House Hotel, and Delmonico's
• A walk by notable 19th century sites in Gramercy, Flatiron, and Union Square that are still standing such as the Flatiron Building, The Players, birthplace of Theodore Roosevelt, and National Arts Club (former home of American Politician Samuel Tilden)

See you there!

*Please bring a water bottle and comfortable pair of shoes as we’ll be doing a lot of walking!

**This tour concludes at Union Square

About James

James Hoffman is a seasoned licensed New York City tour guide with over a decade of experience. He’s set up an array of sightseeing walks and bike tours that span from iconic landmarks like Grand Central Terminal to the historic Green-Wood Cemetery.

When he's not leading tours he runs open board game nights at victorypints.com and donates his time to the Guides Association of New York City (GANYC), working alongside fellow guides to promote live tour guides.

Testimonials

"I really like the guide! I liked how knowledgeable the guide was about the content and he was very amiable." -Carolyn

Disclaimer

Event takes place rain or shine.

By attending a New York Adventure Club experience, you accept our terms of service.

Categories: In-Person, Neighborhood Tours

Host or Publisher New York Adventure Club