Upper West Side: Mischievous Residents, Ill Deeds & Scandalous Stories

Take a stroll through the dark side of the Upper West Side

By the late Victorian era and into the 20th century, the Upper West Side and Harlem had developed at a rapid pace, becoming home to a variety of working-class, well-to-do, and wealthy families. But, as it happens, not all of these residents were upstanding members of society. 

Walk through the neighborhood and hear tales of the most mischievous residents and their ill-deeds, from the “average” vice of prostitution to truly bizarre and scandalous crimes. You will experience the beautiful architecture and streetscapes of the Upper West Side, all while learning of the neighborhood’s dark side.

Upcoming Dates:

Walking Tour
Check back for future dates or contact us for a future tour

Book the Upper West Side Scandals tour now!

Tour Highlights

While enjoying the sights of this landmark neighborhood you will hear stories including…

  • A pre-WWI murder by a most unusual method
  • A sensational story of a prominent Colonial family
  • A scandalous “May/December” romance involving a very rich man
  • An infamous self-made brothel keeper who catered to mobsters and politicians alike


Walking Tour: Around 2 hours (we will send you the meeting place after you book)


Person – Walking Tour: $40.00
(Best suited for ages 16+) 

Book the tour now!

Private Tours available!
Book a private walking tour or a live online experience that makes a fun socially distanced event for your family, organization, or group of friends.
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Beth Goffe is a longtime Upper West Side resident and NYC licensed tour guide who makes a habit of collecting interesting and entertaining stories about her home neighborhood. 

Study up for our walking tour by listening to the Bowery Boys episode “The Dark & Glamourous History of the Ansonia.”