EatGramercy Flatiron

Shake Shack

Awesome roadside food stand in Madison Square Park serving hot dogs, burgers, frozen custard, beer, and wine. Though reputed for their burgers, they also serve what is widely regarded as the best Chicago-style hot dog in New York.

outdoors

Address: Madison Square Park
Getting there: Subway:
Website: shakeshacknyc.com (opens in a new tab)

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Listing from Wikivoyage: Manhattan/Gramercy Flatiron, CC BY-SA 4.0.

Updated 28 Sept 2026. Something wrong? Tell us.

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Madison Square Park
A lovely small park which offers beautiful views of the Flatiron, Clock Tower, 500 Fifth Avenue, and Empire State Buildings. There is also a popular Shake Shack kiosk that serves burgers and shakes in the southern end of the park.
SeeGramercy Flatiron
Clock Tower Building
formerly Metropolitan Life Home Office building
A lovely building with a tall clock tower just across Madison Ave from Madison Square Park. The first 11 stories were completed in 1893, with the clock tower being added in 1909.
SeeGramercy Flatiron
200 Fifth Avenue
This building, formerly part of the Toy Center, used to be connected to the formerly matching one that was between 24th and 25th Streets by a pedestrian bridge, but that building was torn down and substituted for with a new building in the 2010s. However, the remaining landmark building between 23rd and 24th Streets and 5th Avenue was built in 1909 and as of 2021 is occupied most prominently by Eataly, a large purveyor of foodstuffs that concentrates particularly on Italian foods that are imported or made on site.
SeeGramercy Flatiron
Flatiron Building
An iconic building, considered the oldest remaining skyscraper in Manhattan, the Flatiron was completed in 1902. 285 ft (87 m) tall.