New York Dearest
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My guide · updated September 2026

My summer bucket list, 2026.

Summer in New York City is my favorite season in the city, which I realize is a controversial opinion given that the subway platforms in July are essentially saunas and that walking anywhere between noon and 3pm in August requires a level of personal commitment that I respect more than I usually…

Antonina Pattiz
Antonina PattizI went myself · 16 places I went to · 1 reader question answered
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The list, in my order

15 I’d go back to and 1 only if it suits you. 9 cost nothing. My verdict on every one, and the ones nearby from my other lists.

1

SummerStage

EventCentral ParkFree
Worth it
SummerStage

SummerStage in Central Park is one of the best things about summer in New York and it is free.

  • Costfree
  • AddressRumsey Playfield, Central Park
  • From my guide, updated April 2026.
Worth it, says Antonina. Been? Say if you agree.
2

Celebrate Brooklyn

EventProspect Park, BrooklynFree
Worth it

Also largely free, also worth checking, and the park in summer is one of the most beautiful places in the city to spend an evening.

  • Costfree
  • AddressProspect Park Bandshell
  • From my guide, updated April 2026.
Worth it, says Antonina. Been? Say if you agree.
3

Shakespeare in the Park

TheaterCentral ParkFree
Worth it
Shakespeare in the Park
  • Costfree
  • AddressDelacorte Theater, Central Park
  • From my guide, updated April 2026.

Shakespeare in the Park at the Delacorte Theater in Central Park is a New York summer institution that has been running since 1962. The productions are free, the theater is beautiful, the casting is often extraordinary (this is where you might see a major film actor doing Shakespeare for scale), and getting tickets requires either waiting in the morning line at the Delacorte or navigating the online lottery, both of which are worth doing.

The physical tickets are distributed starting at 12pm on the day of performance. The line starts hours earlier. Bring something to do, or bring someone to talk to, and make a morning of it in the park. Even if you do not get tickets, the morning in Central Park is worthwhile.

Worth it, says Antonina. Been? Say if you agree.
4

Bryant Park Summer Film Festival

EventMidtown/Bryant ParkFree
Worth it
Bryant Park Summer Film Festival

It is free and it is very good.

  • Costfree
  • AddressBryant Park, between 40th and 42nd St behind the library
  • From my guide, updated April 2026.
Worth it, says Antonina. Been? Say if you agree.
5

Rockaway Beach

ParkQueensFree
Worth it
Rockaway Beach

Rockaway Beach in Queens is my favorite.

Worth it, says Antonina. Been? Say if you agree.
6

Riis Park

ParkQueensFree
Worth it

Riis Park adjacent to Rockaway has a more local feel and excellent volleyball.

Worth it, says Antonina. Been? Say if you agree.
7

Coney Island

LandmarkBrooklynFree
Worth it

Governors Island is accessible by ferry from the Battery Maritime Building at the southern tip of Manhattan and is one of the most surprising summer destinations in the city. The island is car-free and has a network of bike paths, open lawns, art installations, hammocks between the trees, and views of lower Manhattan and the harbor from the hills in the southern part of the island.

It is free to enter on weekends. Bikes are available to rent on the island. There are food vendors and a rotating program of events and art installations throughout the summer. I go at least twice every year and it never feels like enough time. Ferry departs from Slip 7 at the Battery Maritime Building; the first ferry is usually 10am on weekends. Ferry: 10 South St, Lower Manhattan

Worth it, says Antonina. Been? Say if you agree.
8

Governors Island

ParkLower Manhattan Harbor
Worth it
Governors Island
  • Costfree on weekends
  • AddressFerry: 10 South St, Lower Manhattan
  • From my guide, updated April 2026.

Roosevelt Island is a long narrow island between Manhattan and Queens that is accessible by the Roosevelt Island Tramway, a cable car that departs from 59th Street and 2nd Avenue and provides aerial views of the East River and both shorelines for a price of one subway fare.

The island is quiet and residential and has a beautiful park at its southern tip with the Louis Kahn-designed Franklin D. Roosevelt Four Freedoms Park. The tram itself is an experience that New Yorkers take for granted and tourists find remarkable; it travels 3,100 feet over the river and has been running since 1976. Take it both ways. Tram: 59th St and 2nd Ave, Manhattan

Worth it, says Antonina. Been? Say if you agree.
9

Smorgasburg

MarketProspect Park/Williamsburg
Worth it
Smorgasburg
  • AddressProspect Park location: Breeze Hill, enter at East Drive and Lincoln Rd
  • From my guide, updated April 2026.

Smorgasburg is an outdoor food market that runs on Saturdays at Prospect Park in Brooklyn and on Sundays at the Williamsburg waterfront from April through October. It is the largest outdoor food market in the United States and the quality of the vendors is consistently very good in a way that outdoor food markets are not always.

I go most Saturday mornings in summer and treat it as a meal. The ramen burger from when it first appeared here is now elsewhere, but the spirit of trying things from multiple vendors and eating while standing in the sun is the correct approach. Get the dumplings from whichever dumpling vendor has the longer line; they are usually at the Prospect Park location and they are worth waiting for. Prospect Park location: Breeze Hill, enter at East Drive and Lincoln Rd

Worth it, says Antonina. Been? Say if you agree.
10

The High Line

ParkMeatpacking District/Chelsea
Worth it
The High Line
  • Costfree
  • AddressEnter at Gansevoort St or any staircase between there and 34th St
  • From my guide, updated April 2026.

The High Line is the elevated park built on a former freight rail line on the west side of Manhattan, running from the Meatpacking District at Gansevoort Street up to 34th Street. In summer the plantings are at their best and the views of the Hudson and the city from the elevated path are genuinely excellent.

Go early, before 9am on a summer weekend, if you want to experience it without the midday crowds, which can be substantial in July and August. The section between 14th and 16th Streets is my favorite part, where the park passes through the former rail yard and the industrial bones of the original structure are most visible. Admission is free. Enter at Gansevoort St or any staircase between there and 34th St

Worth it, says Antonina. Been? Say if you agree.
11

Downtown Boathouse at Pier 26

PlaceTribecaFree
Worth it

This is a thing that exists and I am slightly frustrated I did not know about it for the first several years I lived here.

  • Costfree
  • AddressPier 26, Tribeca Waterfront
  • From my guide, updated April 2026.
Worth it, says Antonina. Been? Say if you agree.
12

Roosevelt Island

LandmarkRoosevelt Island
Worth it
Roosevelt Island

The tram itself is an experience that New Yorkers take for granted and tourists find remarkable; it travels 3,100 feet over the river and has been running since 1976.

  • Costone subway fare
  • AddressTram: 59th St and 2nd Ave, Manhattan
  • From my guide, updated April 2026.
Worth it, says Antonina. Been? Say if you agree.
13

Rooftop at the Williamsburg Hotel

BarWilliamsburg, Brooklyn
Worth it

Go to the Rooftop at the Williamsburg Hotel for the best views of Manhattan from Brooklyn.

  • Cost$$$
  • From my guide, updated April 2026.
Worth it, says Antonina. Been? Say if you agree.
14

230 Fifth

BarFlatiron
Only if

Go to 230 Fifth if you want the Empire State Building directly in front of you.

  • Cost$$$
  • From my guide, updated April 2026.
Only if, says Antonina. Been? Say if you agree.
15

Crown Shy rooftop

BarFinancial District
Worth it

Go to the Crown Shy rooftop at 70 Pine Street in the Financial District for something that feels less touristy and has very good cocktails.

  • Cost$$$
  • Address70 Pine Street
  • From my guide, updated April 2026.
Worth it, says Antonina. Been? Say if you agree.
16

Statue of Liberty Ferry

LandmarkLower ManhattanFree
Worth it
Statue of Liberty Ferry
  • AddressDeparture: Battery Park, Lower Manhattan
  • From my guide, updated April 2026.

Spoiler alert. Most people who have lived in New York for years have never taken the ferry to the Statue of Liberty. I did it for the first time two years ago and felt genuinely embarrassed about waiting as long as I did. The ferry from Battery Park takes about fifteen minutes and seeing the statue up close from the water and then from the island itself is remarkable in a way that seeing it from the ferry as you arrive in the city is not.

Book tickets in advance at nps.gov/stli. The ferry access to the grounds is free but the ferry itself has a fee. If you want to go inside the pedestal or crown, those require separate advance reservations that sell out months ahead. The grounds alone are worth the trip. Do this in summer when the harbor is beautiful and you want to be on a boat anyway. Departure: Battery Park, Lower Manhattan

Worth it, says Antonina. Been? Say if you agree.
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Dates in September

Every date on the map
  1. ThuSep 10through Oct 31Oktoberfest at WatermarkSeaport · free · announcedHalloween
  2. FriSep 18through Nov 8The Great Jack O'Lantern Blaze (Hudson Valley)Croton-on-Hudson, NY (Hudson Valley) · announcedHalloween
  3. FriSep 25Pumpkin Keg at Loreley Beer GardenLower East Side · free · announcedHalloween
  4. SatSep 26through Nov 1Boo at the ZooThe Bronx · announcedHalloween
  5. SatSep 26The Headless HorsemanUlster Park, NY (Hudson Valley) · announcedHalloween
  6. SatSep 26Twisted TrailsAnnadale, Staten Island · announcedHalloween

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What readers asked

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Ask me about New York Summer bucket list

I read every one. The best questions get answered up in the guide.
Jen T.

The High Line at sunset and then Governors Island for a beach day are both on my list this summer. Great picks.

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