Sign up for our FREE newsletters to get the latest local events and activities delivered right to your inbox.

Fall Day Trips on Long Island

1. Sip and Dine Among the Vines

Early fall is harvest time in Long Island wine country. Explore a kid-friendly winery on the East End.

2. Explore the South Shore Beaches via Two Wheels

Is there a better time for a bike ride than the autumn? One of our favorite trails is the Ocean Parkway Coastal Greenway.

RELATED: Best Fall Festivals and Fairs for Long Island Families in 2023

Apples are ripe for the picking on the East End. Photo by Jaime Sumersille

3. Grab a Taste of Fall

Whether you're hunting for apples or pumpkins, Long Island's farms are some of the finest in New York State. And it's always a fun-filled atmosphere with hayrides, harvest festivals, and more.

4. Do Some Leaf Peeping

Get close to nature with a fall foliage hike. Here are some of our favorite trails through Nassau, Suffolk, and the East End. 

5. Enjoy a Carousel Ride in Greenport

The carousel is a perfect excuse to visit this charming North Fork village. 

6. Step Back in Time

Visit one of these Long Island historical sites that dot the landscape from Manhattan to Montauk.

7. Get a Taste of Local History

Visit the charming Village of Stony Brook and explore the Long Island Museum, the 18th-century Stony Brook Grist Mill, and the newly opened Long Island Music and Entertainment Hall of Fame. 

RELATED: Weekend Getaways near NYC For Families this Fall

The Rise of the Jack O'Lanterns returns to Long Island this fall. Photo courtesy of the event

8. See Pumpkins Light up the Night

Take in a Long Island Halloween tradition by visiting the Rise of the Jack O'Lanterns at its new home at USDAN Summer Camp for the Arts in Wheatley Heights. Similarly, the Great Jack O'Lantern Blaze: Long Island is at Old Bethpage Village Restoration through November 5, 2023.  

9. Get a Taste of Island Life

With many of the tourists gone, hop on the ferry to Shelter Island from Greenport or North Haven and spend the day exploring this local gem. Older kids will enjoy the 4-mile bike ride across the island along Route 114.

10. Explore the Barrier Beaches

Another fun ferry destination is Fire Island, where waters are often warm enough to swim in well into October. Catch a ferry from Bay Shore, Sayville, or Patchogue, and explore this diverse ecosystem.  

11. Swim with the Sharks

Or watch them from above. The fall is a great time to visit the Long Island Aquarium. Adventurous kids 12 and older can take a dive in the aquarium's 120,000-gallon shark tank.

12. Take Advantage of the Offseason

Explore the Hamptons and Montauk now that the tourists have left. The North Fork will still be crowded until the end of the farm fun season at around Halloween. 

RELATED: State Parks on Long Island Worth a Visit

Explore Manhattan's above-ground oasis, the High Line. Photo by Timothy Schenck/courtesy of Friends of the High Line

Fall Day Trips from Long Island to New York City for Families

13. Walk Above the City Streets

Hike the High Line and take in the unique city views. The 1½-mile track passes by such tourist attractions as Chelsea Market and Little Island.  

14. Explore Hudson Yards

With easy access on and off the High Line, Hudson Yards' many shops and restaurants include Mercado Little Spain and Dylan's Candy Bar. 

15. Go Sky High

While you're at Hudson Yards, explore Edge, the highest outdoor observation deck in the Western Hemisphere, if you dare. The towering structure rises 102 stories above the city streets.

16. Get Wild in the Bronx

Explore the Congo, traverse the treetop adventure, and get an early start on Halloween with Pumpkin Nights, which runs through October 29, 2023. Boo at the Zoo allows kids to trick-or-treat around the 265-acre zoo. Animals are unpredictable, so you never know what cool things you'll see when you go. 

RELATED: Top Attractions in NYC: Best Things To See and Do With Kids

Plan a day-cation to NYC to take in a Broadway show, like the girl-powered SIX. Photo by Jody Mercier

17. See a Broadway Show

Explore the city's world-class theaters, and check out a kid-friendly performance. While you're in the Theater District, pay a visit to the Lego or M&M stores. 

18. Stroll Around an Urban Oasis

Get lost in Central Park, visit the zoo, or walk Brooklyn Bridge and explore its namesake park.

19. Get an Up-Close Look at Lady Liberty

Hop on a ferry to Governors Island for wide-open spaces and stunning skyline views. Find the ferry schedule here.

RELATED: Great Animal Farms and Petting Zoos on Long Island

Catch the fall foliage on a visit to Croton Gorge in Cortlandt, New York. Photo by William Doyle via Flickr 

Fall Day Trips from Long Island to Upstate New York

20. Head North

See what upstate New York and the Catskill region have to offer as you cross off a few items from our Hudson Valley bucket list.

21. Treat Yourself

Try the kitschy roadside King Kone in Somers for a sweet treat, or visit one of these other ice cream shops in the Westchester area.

22. Hit the Road

Enjoy autumn's transformation while on a scenic drive to one of these stunning spots. 

23. Picnic in a Picturesque Setting

Explore the Storm King Art Center, which offers larger-than-life sculptures and beautiful fall foliage spread over 500 acres.

24. Turn Back Time

Take a trip back to the 15th century at the New York Renaissance Faire in Tuxedo Park. This celebration of the Middle Ages runs through early October.  

25. Get Building

Legoland New York is just a 90-minute trip from NYC. Ride roller-coasters, and Lego cars, and, of course, build Lego masterpieces before heading back home. Or just spend the night and head home in the morning.

RELATED: Pick-Your-Own and More Farm Fun on Long Island

Enjoy a drive-thru safari at Six Flags in New Jersey. Photo courtesy of Six Flags Great Adventure

Fall Day Trips from Long Island to New Jersey

26. Get Some Thrills

Load the kids in the family van for a wild drive through the Six Flags safari and then explore the main park and all of its coasters.

27. Enjoy the Outdoors

Spend the day chasing waterfalls at one of these easy, northern New Jersey hikes perfect for little legs.

28. Tackle the Indoor Waves

Get the swimsuits out and visit DreamWorks Water Park at the American Dream mall. There are so many fun things to do, including Nickelodeon Universe Theme Park, that you may even want to make a weekend of it. 

Fall Day Trips from Long Island to Connecticut

29. Board the Port Jefferson Ferry

Head to Bridgeport on the ferry. We've rounded up the top 25 Things to Do in Bridgeport, including catching a hockey game, Beardsley Zoo, and a science museum.

30. Chug Down the Tracks

View fall foliage from aboard the classic Essex Steam Train. Steamboat tickets are available and can be purchased as a combo ticket with the train ride. 

A version of this post was first published in 2015. It was updated in September 2023.