Historic Hotels of Midtown from the Gilded Age to the Jazz Age
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- * Plaza Hotel, the venue for Truman Capote’s Black and White Ball
- * St. Regis, where the Red Snapper got its start at the King Cole Bar
- * Barclay, one home of the ‘Hostess with the Mostes’
- Cartier, once a mansion of a real estate tycoon
- * Peninsula, where the bar isn’t located anywhere near the entrance
- * Waldorf Astoria, from which many wanted to take a piece home
Explore the grand hotels of Midtown Manhattan on this two-hour walking tour. The route, covering approximately 1.4 miles, highlights some of New York’s most iconic hotels, including The Plaza, St. Regis, Peninsula, and Waldorf Astoria. Learn how these hotels shaped the neighborhood, survived Prohibition, and influenced architecture and social life. The tour focuses on lavish post-Gilded Age hotels that set standards for design, technology, and elegance. You will hear stories of long-term residents, eccentric guests, and the famous parties that made these hotels legendary. Participants will also learn about apartment hotels, Raines law hotels, and the role of hotels in urban development and society during the early twentieth century.
As you walk through Midtown, the tour explores fascinating anecdotes about hotel guests, real estate transactions, and architectural innovations. Hear how double strands of pearls influenced property deals, discover how hotels offered home-like services for mobility and comfort, and learn about murals, bar innovations, and sidewalk dining controversies. This tour combines history, architecture, and storytelling to reveal the culture and style of New York’s most glamorous hotels. Tours take place rain or shine, so participants should dress for the weather and wear comfortable shoes for walking.
$ 50
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Explore the grand hotels of Midtown Manhattan on this two-hour walking tour. The route, covering approximately 1.4 miles, highlights some of New York’s most iconic hotels, including The Plaza, St. Regis, Peninsula, and Waldorf Astoria. Learn how these hotels shaped the neighborhood, survived Prohibition, and influenced...
- Guided tour with stories of architecture and history
- Visit major Midtown hotels and notable landmarks
- Learn about famous guests and social events
- Explore post-Gilded Age hotel designs and innovations
- Gratuities
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Activity Provider: Bowery Boys Walks

