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Private Tour of the Gilded Age City around Madison Square

New York

From US$225 per person

Book tickets on Viator (opens in a new tab): Private Tour of the Gilded Age City around Madison Square

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5.0 / 5 from 1 reviews on Viator

Group size
Up to 9
Language
English
Rating on Viator
5.0 / 5 · 1 reviews

About this tour

What visitors will take away from this tour was just how small the Gilded Age city of New York was. Distrcits for shopping and theaters, for the upper and middle classes, were all a block or so away from each other. Not only that, but the apartment building, department store and office tower were all new innovations, and at their social heights in the same place around Madison Square just as telephones and electicty were coming on the scene.

Most fascinating will be the proximity all of these venues, from the carriage trade shops and the homes of familes like the Roosevelts, Astors, and Schermerhorns, were to the blocks of illiicit, often raucous nightlife activity in the old Tenderloin just a few blcoks away.

This is a tour de force of the Gilded Age City of NEw York around Madison Square.

Accessibility, as stated by the supplier

  • Stroller accessible

Meeting point: We meet on Broadway alongside the Flatiron Building. The nearest accessible public restroom to the meeting point is about 160 m away in a straight line, from the NYC Open Data public restrooms list.

Provided through Viator and not verified by Inclusable. Ask the supplier about your specific needs before you book.

Itinerary

View itinerary · 8 stops
  1. 1

    We begin the tour with a general overview of history and the city's move uptown. Pictures help recreate the evolution of the area from farmland to a fashionable city center. We learn the history of the Astors, the creation of the first Waldorf=Astoria, and their social interactions with families like the Vanderbilts of the new Industrial class wealth.(15 min)

  2. 2

    Pictures enhance a short walk and talk around Madison Square, including the hisotries of Met Life and the first Madison Square Gardens at the height of the Gilded Age.(10 min)

  3. 3

    We begin hte process of circumnavigating the ruins of the long forgotten city, when the telephone and electricity were brand new and not yet common to households. It was the age of the department store, hte apartment buildnig and the office towers, new ways of living, working and playing for a rising middle class. Each thoroughfare that crossed at Madison Square held a different class-based attraction of some form of commercia culture, including a redlight distrcit of blocks above 23rd Street and west of Broadway! Here, we begin the tour with the carriage trade shops of upper class wealth along Broadway, including th old Lord & Taylor and Arnold Constable & Co buildings, among others.(5 min)

  4. 4

    Fifth Avenue below 23rd Street has its own particular hisotry of development like no other place in hte city. Here, the Garment Distrcit was "diverted" from Midtown. The built environment here is different from any other blocks around.(10 min)

  5. 5

    Sixth Avenue was the middle class shopping district and retains its spactacular array of buildings as the city moved from cast iron to steel frame construction. Some of the buidlings include: Seigel-Cooper, B. Altmans, Hugh O'Neill's, and Adams Dry Goods Store.(10 min)

  6. 6

    Above 23rd Street history takes an abrupt turn as a few steps take us into the old tenderloin, blocks of concert-saloons, brothels and gambling halls from a time when the main form of entertainment in the house was the piano.(20 min)

  7. 7

    We cross back to Fifth Avenue and again into a realm of substantial architecture. Here, early experimental forays into multiple family housing: apartment-hotels, French flats, bachelor flats, early coops are the featured buildign types. Some of the buildings include: the Wilbraham, Holland House, Seville and the Martha Washington.(20 min)

  8. 8

    We end the tour in Madison Square Park with some last interesting histories, inluding the Worth Monument, Delmonico's and the old Brunswick Club.(15 min)

Know before you go

  • Service animals allowed
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness

Included

  • Expert guide

Not included

  • Gratuities

Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Nearest accessible public restroom to We meet on Broadway alongside the Flatiron Building.

The nearest accessible public restroom to We meet on Broadway alongside the Flatiron Building. is Madison Square Park APT, New York, about 160 m away.

Madison Square Park APT · about 160 m away in a straight line

New York, NY (public plaza)

  • Payment required

8am-8pm — Open year round

Source: the NYC Open Data public restrooms list, data as at 30 October 2026. Distances are straight-line, not the walking route, and facilities can change — check before you rely on one.

Location & contact

Area
New York
Meeting point
We meet on Broadway alongside the Flatiron Building
Contact
The tour operator’s own details aren’t published. Questions about access or your booking go through Viator, which handles the booking and passes your request to the operator.
Get directions to the meeting point

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