Holdouts: A NYC Architecture Walking Tour

Overview

This 2.5 hour walking tour around the Midtown Manhattan shows-and-tells the fascinating stories of holdouts—the intriguing side effect of Manhattan's pressure cooker real estate industry: when a property owner (or lease holder) refused to sell to a developer, forced them to rework their plans, and forever changed the city streetscape. Stories, like the elderly lady who never knew any other home; or the poker player-like landlord who overplayed his hand; or the restauranteur whose long term lease (justifiably) demanded budget-busting sums, all add a human dimension to these transactional anomalies. And personal stories that were otherwise lost, are awesomely amplified by the everlasting impression left behind: seemingly ill-planned entrances for skyscrapers, odd shaped buildings, 20-story tall notches in office towers, are just some of the 16 examples of holdouts we'll see.

This tour is based on the book, Holdouts! By Alpern and Durst.

City: New York City

Sat 19 Apr

Other dates

You can choose the date already on the booking website

Starting at $79.00

Make a reservation

Sat 19 Apr

Starting at $79.00

Make a reservation

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What's Included

Professional guide

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Travelers should have at least a moderate level of physical fitness
It is recommended to wear comfortable shoes

What To Expect

Citicorp Center

Not a holdout, but a fascinating story is associated with the construction of this building, whose main pillar supports are not in the corners, but in the middle of the side.

Amster Yard

If this oases is open at the time of the tour, we stop in for a moment. A time capsule where histories clash and the city meets the suburbs - - a much earlier one!

Chrysler Building

Stunning views of this stunning landmark are had along here.

United Nations Headquarters

We view the Secretariet Building down the block as we continue to pass and discuss holdouts and how they've influenced the streetscapes today.

42nd Street

We end our downtown part of the walk at 42nd Street, where a single holdout survived history.

Grand Central Terminal

As we make our way to the west side and the uptown portion of the tour we will pass through Grand Central. While not associated with a any holdouts, a mini-tour of this iconic landmark is very possible.

Brooks Brothers

This historic New York City institution had a holdout as a neighbor.

Diamond District

Worth noting the block where $440 million in diamonds are traded daily. The entrance a block to the north as we cross Fifth Avenue is flanked by 12' diamond sculptures.

Show 5 more stops

Cancellation Policy

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

Traveler Photos

Reviews (29)

866shmuelh

Dec 2024

Rob is a fountain of enthusiasm and information- he knows more about NYC architecture and history than anyone I have ever met- and he loves constantly reading and learning. Anyone doing this tour will be rewarded and realize just how lucky they are- highly recommended!

Response from Host

Dec 2024

Thank you for the review! I hope to see you again, Rob

MaryD151

Dec 2024

Who knew? Maybe you’ve seen a small building crammed between two skyscrapers and wondered what went wrong. In fact, these “ holdout” owners and buildings have unique histories and often, powerful purposes. For example, have you ever heard of a “lightsaver?” Not the candy, a short building that doesn’t block the sunlight of the apartments on the side of a very tall structure. Or the charm and pride of small businesses built by families who don’t want to give them up. The stories are many and all interesting. Rob Amell’s meticulous research has uncovered their histories and secrets, and the trip is worth it! This tour is not for first time visitors to our City but for those from NYC and away who love the uniqueness of our town. Rob is a master and he should write books about is work. His tours are 3 hours but zoom by. Highly recommend.

Response from Host

Dec 2024

Thank you so much for the awesome review!!!

Sifredo_A

Dec 2024

Great! Very knowledgeable. We were the I ly ones so got an extra hour. Highly recomend. Got to learn a few secret spots to enjoy later on.

Response from Host

Dec 2024

Thnk you so much for the review, I hope to see you again!