Holdouts: A NYC Architecture Walking Tour
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Holdouts: A NYC Architecture Walking Tour

Active
(31 reviews)
2h - 3h
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Mobile or paper ticket accepted

About this experience

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.

Available options

Start Times

What's included

Professional guide

Detailed itinerary

1
Stop 1

We start in lower lobby of this distinctive building where we'll lay the groundwork for the tour, where we'll go and what we'll see. The building itself is the result of holdouts, and our first subject.

2
Stop 2 Pass by

A fascinating ego building

3

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.

4
Stop 4

An old buggy whip factory, and a holdout.

5

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!

6
Stop 6

This notorious site of a mob hit is next door to an interesting holdout.

7
Stop 7 Pass by

Stunning views of this stunning landmark are had along here.

8
Stop 8 Pass by

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

9
Stop 9

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

10
Stop 10

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.

11
Stop 11 Pass by

This city-in-a-building was still under construction at this writing.

12

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

13
Stop 13 Pass by

We view this crystal shard-iceberg mashup of a building from the side

14
Stop 14 Pass by

We pass by this sole survivor of Terminal City, from a time before air travel when Grand Central linked to three hotels to receive cross-country travelers.

We continue our tour passing fascinating ways holdouts have changed the look of the city.

15

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.

16
Stop 16

Rockefeller Center's rich history includes a number of interesting, thought provoking holdouts.

17
Stop 17

We end the tour here, one of the most compelling examples of a holdout, and is more appropriately a hold-IN. Here a restaurant proprietor negotiated additional square footage to expand his restaurant into the future skyscraper. You can enter the skyscraper today and stand within the walls of a 19th century brownstone.

What's not included

Gratuities

Available languages

Guide guide
EN

Reviews breakdown

Viator 4.9
13 reviews
5★
12
4★
1
3★
0
2★
0
1★
0
Tripadvisor 4.8
18 reviews
5★
17
4★
0
3★
0
2★
0
1★
1

Important information

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

Meeting point

Lower level lobby

Important notes

• It is recommended to wear comfortable shoes
• Please dress according to the weather

About New York City

New York City, often referred to as the cultural capital of the world, is a sprawling metropolis that never sleeps. With its iconic skyline, world-class museums, Broadway shows, and diverse neighborhoods, NYC offers an unparalleled urban experience that blends the historic with the modern.

Top Attractions

Statue of Liberty

A symbol of freedom and democracy, the Statue of Liberty is a must-visit. Take a ferry to Liberty Island for close-up views and a visit to the museum.

Historical 3-4 hours $18.50 (grounds access), $21.70 (pedestal access), $24.10 (crown access)

Central Park

A vast urban park offering a green escape in the heart of the city. Enjoy walking paths, boat rentals, and various attractions.

Nature 2-4 hours Free (some attractions have fees)

Times Square

The bustling heart of NYC, known for its bright lights, Broadway theaters, and vibrant atmosphere.

Entertainment 1-2 hours Free (shows and shopping have separate costs)

Empire State Building

An iconic Art Deco skyscraper offering panoramic views of the city from its observation decks.

Architecture 1-2 hours $44 (Main Deck), $74 (Top Deck)

Metropolitan Museum of Art

One of the world's largest and finest art museums, housing over 2 million works of art.

Museum 3-5 hours $25 (suggested admission)

Brooklyn Bridge

An iconic suspension bridge offering stunning views of the Manhattan skyline and East River.

Architecture 1-2 hours Free

Must-Try Local Dishes

New York-style Pizza

Thin-crust pizza with a wide, foldable slice. Toppings vary but often include pepperoni, mushrooms, and sausage.

Dinner Can be made vegetarian or vegan.

Bagel with Lox

A classic NYC breakfast consisting of a toasted bagel topped with smoked salmon, cream cheese, and often capers or red onion.

Breakfast Contains dairy and fish.

Cheesecake

Creamy, rich cheesecake, often served with fruit toppings or chocolate sauce.

Dessert Contains dairy.

Pastrami on Rye

Thinly sliced pastrami piled high on rye bread, often served with mustard.

Lunch Contains meat.

Popular Activities

Hiking in Central Park Kayaking in the Hudson River Rock climbing in the Bronx Spas and wellness centers Yoga and meditation classes Strolling through botanical gardens Museum visits Broadway shows

Best Time to Visit

May to September

This period offers warm weather, outdoor festivals, and all attractions in full swing. However, it's also the busiest and most expensive time to visit.

15°C to 30°C 59°F to 86°F

Practical Information

Language

  • Official: English
  • Widely spoken: Spanish, Chinese (Cantonese and Mandarin), Russian, Hindi
  • English: Widely spoken

Currency

US Dollar (USD)

Time Zone

EST (GMT-5) / EDT (GMT-4) (Daylight Saving Time)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

NYC is generally safe, but like any major city, it's important to be aware of your surroundings and take precautions.

Important Precautions:
  • • Be aware of your surroundings, especially at night
  • • Keep valuables secure and out of sight
  • • Use common sense and trust your instincts

Getting there

By air
  • John F. Kennedy International Airport • 24 km (15 miles) from downtown
  • LaGuardia Airport • 13 km (8 miles) from downtown
By train

Penn Station, Grand Central Terminal

By bus

Port Authority Bus Terminal, Greyhound Terminal

Getting around

Public transport

The subway is the most efficient way to get around NYC. It operates 24/7 but can be crowded during peak hours.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Manhattan Brooklyn Queens Bronx Staten Island

Day trips

Niagara Falls
650 km (400 miles) • Overnight

A breathtaking natural wonder featuring three waterfalls: Horseshoe Falls, American Falls, and Bridal Veil Falls.

Washington D.C.
370 km (230 miles) • Full day

The capital of the United States, offering iconic landmarks, museums, and government buildings.

Philadelphia
150 km (93 miles) • Full day

A historic city known for its role in the American Revolution and its vibrant cultural scene.

Festivals

New Year's Eve in Times Square • December 31 Macy's Thanksgiving Day Parade • Fourth Thursday in November NYC Pride • Late June

Pro tips

  • Use a MetroCard for easy and discounted subway and bus rides
  • Walk as much as possible to explore the city and its neighborhoods
  • Try street food for a quick and delicious meal on the go
  • Visit popular attractions early in the morning or late in the afternoon to avoid crowds
  • Use apps like Google Maps or Citymapper for real-time navigation and transit information
From $25 per person

Price varies by option

Adults
Age 13-99
1
Childs
Age 0-12
0
Booking requirements:
  • Min travelers: 1
  • Max travelers: 5
  • Adult required for booking
Secure booking
Free cancellation available
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