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Historic Hotels of Midtown from the Gilded Age to the Jazz Age  Private Tour

Your group. Your guide. Your schedule. Book this tour as a private experience for your family, friends, or special occasion.

Private Group Booking
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Custom pricing based on group size · all-in pricing

About This Tour

Historic Hotels of Midtown from the Gilded Age to the Jazz Age 

This outside walking tour tells the story of the famous hotels of Midtown from The Plaza and St. Regis to the Peninsula and Waldorf Astoria. Learn what the neighborhood was like before they were built and how they survived the challenges of Prohibition and beyond.

We’ll cover all kinds of hotels: transient, apartment, bachelor, Raines law, and more, but the focus will be on the lavish, post-Gilded Age hotels that set the standard for elegant design and cutting-edge technologies. Many residents settled in for months or even years. Get ready to hear their incredible stories.

What You'll Discover

Highlights of the Private Historic Hotels of Midtown from the Gilded Age to the Jazz Age  Tour

  • The palatial hotels where Gilded Age society lived, dined, and made headlines
  • How the Jazz Age turned Midtown’s hotels into temples of glamour, cocktails, and scandal
  • The ballrooms, lobbies, and bars where deals, romances, and reputations were made
  • The celebrated residents and notorious guests who called these hotels home
  • Which grand hotels still stand — and the stories buried in the ones that don’t

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Who Books This

This Tour Is Perfect For

Family reunions Birthday groups Out-of-town guests Clubs and Groups Friend group outings Special occasions
The Bowery Boys Difference

This Isn't Any Old Walking Tour

Your guide is trained in the same research tradition as the Bowery Boys NYC History Podcast — 19 years and 485+ episodes of New York City history, brought to your group. Every Bowery Boys Walks guide is a licensed NYC tour guide who is passionate about the stories that make New York's history special.

Good to Know

Logistics

Duration
~2 hours
👥
Group Size
Up to 8 base
+$50/person above · all-in pricing
📅
Lead Time
1–2 weeks recommended
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Meeting Point
Cancellation
Flexible — contact our team
Reviews

What Our Walkers Are Saying

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Inquiry for: Historic Hotels of Midtown from the Gilded Age to the Jazz Age 
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