15+ Fun Fall Activities on Long Island New York (From a Local)

15 Best Fall Activities to Do on Long Island NY

Long Island, New York is incredible during the fall. With tons of places to catch fall foliage and enjoy festivals, you will be spoiled with a plethora of activities to enjoy on Long Island, New York. In this Long Island guide, I am covering some of the best fall activities and festivals to add to your Long Island Bucket List! 

The list includes fall activities for adults along with kid-friendly activities as well!

long island ny fall activities leaf foliage
Planting Fields

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Go Apple Picking – A Top Long Island Fall Activity

One of the best fall activities to do on Long Island is the fall is undoubtedly apple picking. Most apple picking farms are located on the North Fork, and there are dozens to choose from. Some of the most popular places include Lewin Farms, Harbes Family Farm and Apple Orchard, and Hank’s Pumpkin Town.

If you do U-pick apples at Lewin Farms, make sure to check out their farm stand and get their roasted corn!

You can learn more about apple picking on Long Island here!

Apple orchards nc
Lewin Farms

Take Photos in the Sunflowers

Fall on Long Island can still feel somewhat summer-ish with sunflower fields generally still having some blooms. Many farms may even include pumpkin picking along with taking photos and picking sunflowers left in the fields. The sunflowers are always dependent on weather, but it is not out of the question that you can find sunflowers in October. 

There are tons of Sunflower fields on Long Island you can check out here. One of my favorites to check out is The Waterdrinker, which also has a brewery. During the fall, they have a fall festival as well! 

View of Waterdrinker Sunflower fields in Long Island
Sunflower fields at the Waterdrinker

Sip on Wine at the Vineyards

The summer crowds have gone, but the vineyards are still a great place to enjoy during the weekends on Long Island. Fall is the start of some harvesting of the grapes, which can be cool to watch as well. I just love the idea of sipping wine out in a vineyard on a crisp fall day, and there are just so many vineyards to choose from.

Furthermore, since many of the vineyards are located out on the North Fork, you can really make it a full day filled with fall festivities since many of the farms are also nearby. This means you can likely do apple picking, pumpkin picking, and vineyard sipping all in one day if you want to! Most vineyards also have live music on the weekends.

So if hanging out at a vineyard on Long Island during the fall sounds like it’s right up your alley, be sure to check out these top Long Island Vineyards.

Wolffer Estate is one of the best vineyards on Long Island by the Hamptons
Wolffer Estate on Long Island, NY

Go Leaf Peeping at the Planting Fields Arboretum

Many people think about experiencing fall in NYC, however, Long Island is really where it’s at. Long Island has tons of stunning parks and gardens making leaf-peeping a one-of-a-kind experience. One of the best places to leaf-peep on the Island is the Planting Fields Arboretum, located in Oyster Bay. 

The Planting Fields is an Old Gold Coast Estate with exquisite gardens. While you should certainly come to see the fall colors, don’t miss out on the greenhouses or even a tour of Coe Hall. 

The Planting Fields also has some events during the fall, including Tai Chi in the Garden, Yoga in the Garden, and the Planting Fields Fall 5k. You can see the events the Planting Field is planning here.

Address: 1395 Planting Fields Rd, Oyster Bay, NY 11771

Planting Fields during fall on Long Island
The Planting Fields on Long Island is one of the best things to do

Enjoy a Fall Hike on Long Island

The fall is a great time to hike on Long Island. Although there are no mountains on Long Island, there are still a plethora of trails to choose from. Some of the top places to go hiking on Long Island include:

  • Sunken Meadow State Park
  • Massapequa Preserve
  • Caleb Smith State Park
  • Connetquot State Park
  • Hempstead Lake Park
  • The Long Island Greenbelt Trail (Heckscher State Park and ends in Sunken Meadow State Park: 32 miles)

For hiking on Long Island, be sure to download the All Trails app so you can stay on the trail. Additionally, Long Island does have a deer population which means being wary of ticks is important.

Staying on the trail, wearing more tight-fitting clothing that covers all your skin, and tucking pants into socks help. Always make sure to do a full body tick check after hiking and wash your hiking clothes when you get home. If you do encounter a tick bite, check this NY Park Guide.

Hempstead lake park during the fall
Hempstead Lake Park

Hang out at the Pumpkin Patch

Another one of the best fall activities on Long Island is visiting a pumpkin patch. Since Long Island has farms that grow pumpkins, you can even personally pick your very own pumpkin from the vine. Hanks Pumpkintown, F&W Schmitt’s Family Farm, and Lewin Farms (U-pick) are some of the best places to check out.

Many of these Long Island pumpkin patches hold fall festivals as well, including petting zoos, corn mazes, and have food making it a perfect family-friendly fall activity!

You can find more places to go pumpkin picking on Long Island here!

Pumpkin Picking in Long Island New York. Field of pumpkins
F&W Schmitt’s Family Farm

Visit a Long Island Haunted House

The fall season is also spooky season on Long Island, so if you dare to visit a haunted house, keep reading! Besides the fact that Long Island has real haunted houses, including the Amityville Horror House and Kings Park, we also have fun haunted popup attractions. Some haunted houses to include on your Long Island fall activities bucket list include: 

If I am missing any of your favorite haunted houses, please let me know in the comments so I can add them! 

Experience Rise of the Jack O’Lantern

Rise of the Jack O’Lantern will have the longest Jack O’Lantern trail with over 7,000 hand-carved pumpkins. They are on their 10th annual season and will have the festival at Usdan Summer Camp for the Arts in Wheatley Heights, Long Island, New York. In previous years, the Rise was located at the Westbury Gardens. 

Tickets are required to be purchased in advance, and dates sell out fast, so find your Rise tickets here.

See the Jack O’Lantern Blaze

One of the most popular fall activities on Long Island is easily the Jack O’Lantern Blaze. The event happens at the Old Bethpage Village Restoration, and you can expect to find over 7,000 hand-carved pumpkins lit up in fun designs. This event is great for people of all ages, just make sure to get your tickets in advance because it is very popular!

This year the event will run from September 22 – November 5, 2023.

Find tickets to the Blaze here!

Visit One of Long Islands Gardens

Keeping with the fall vibes, adding a Long Island garden to your list will offer you additional leaf-peeping, picnic options, and checking out the fall blooms. Who doesn’t love seeing rows of mums, am I right? I feel like gardens do not always come to mind, but Long Island does have some great ones, including the Bayard Cutting Arboretum and the Westbury Garden. 

Explore more Long Island Gardens here!

Make sure to visit the Old Westbury Garden on Long Island
Westbury Garden

Get into the Halloween Spirit at The Witches Brew

If you love all things spooky season, here is a local gem for you! If you are from the Franklin Square area, you have most likely been to the Witches Brew for some coffee or treats, but if you’re not, you should totally add the Witches Brew to your list.

The decor alone gives you all the “Witch” vibes, and they have some really good pastries. Add it to the list!

Address: 311 Hempstead Turnpike, West Hempstead, NY 11552

Celebrate Oktoberfest at Plattduetsche Park Biergarten

If you really want to feel like a local to the Franklin Square area (Nassau County), you can even celebrate Oktoberfest at the Plattduetsche. The space is huge, and it gets very popular on the weekends. They also tend to have live music on the weekends as well.

Even if you miss Oktoberfest which is September 18th, you can still stop in for a drink. They are located super close to the Witches Brew! Menu & Reviews.

Address: 1132 Hempstead Turnpike, Franklin Square, NY 11010

Take Part in Long Island’s Restaurant Week

Where my foodies at? With prices being so high on Long Island, restaurant week is certainly welcome. It will be running from November 6th through the 13th with Prix-Fixe menus.

The restaurants are spread across the Island from Nassau to Suffolk County. You can see a map and a list of participating Long Island restaurants here.

Visit the Fire Island Lighthouse on its Birthday

Coincidently, I visited the Fire Island Lighthouse on its birthday twice. Each time, they served free cake, and that cake was good. While I can’t promise cake during your visit, I can tell you that if you have never been to the Fire Island Lighthouse, you should definitely check it out! 

Every time we visit, we see deer! The walk to the lighthouse is also really nice, and on a clear day, the views from the top of the lighthouse are beautiful! 

If you visit from late September to early October, you can even catch the Fall Monarch Butterfly Migration!

The Fire Island Lighthouse Birthday is on November 2nd, so I suggest dressing warm since it is usually colder by the water.

Address: Field 5, Robert Moses State Park

Monarch Butterfly in the pine tree

Catch the Fall Foliage at The Adventure Park

Want to swing around in all the fall foliage? Then this is a great fall activity on Long Island to enjoy! At The Adventure Park at Long Island, you can enjoy climbing and Ziplining across their 14 treetop trails.

This is also the perfect activity for families and they are located right in Wheatly Heights! For something a little different and unique, they even have Glow in the Park. Learn more on The Adventure Park website.

Address: 75 Colonial Springs Rd, East Gate Wheatley Heights, New York 11798

Oyster Festival in Oyster Bay, Long Island

Ok, sucking down Oysters doesn’t exactly scream fall, but it is one of the largest festivals on Long Island. In fact, the event sees around 150,000 people each year! The Oyster Bay Festival is known as one of the largest East Coast Waterfront festivals.

You can expect to find tons of street vendors, live music, carnival games, and of course, lots of Oyster shucking and seafood.

The festival is family-friendly, but make sure to wear your comfortable walking shoes and try to get there early! This year, the festival will happen on October 14th and 15th, 2023. 

Enjoying Oysters at Oyster Festival in Oyster Bay Long Island Ny
Enjoying Oysters at the Long Island Oyster Fest

Eat at The Haunted House of Hamburgers (HHH)

Are you the kind of person who wants it to be Halloween all year round? Well, this fall season make sure you stop into the Haunted House of Hamburgers that go all out with its decorations while still serving up some really good hamburgers.

I am not going to lie, they are a little on the pricey side, but it is an experience within itself! During the spooky season, it’s best to call and make a reservation.

Address: 330 Fulton Street Farmingdale, NY 11735

Phone Number: (516) 777-1031

Craft Beer Fest at the Tanger Outlets

When the fall hits, Oktoberfest is upon us. So if knowing there are 150 styles of beer sounds like your ultimate fall activity on Long Island, you should head to the Deer Park Tanger Outlets.

This year, the festival is happening on Saturday, October 14, 2023, from 1 PM – 4:30 PM! You can find more information and tickets here. Prost!

Oktober fest fall activity Long Island

Haunted Candle Light Concerts on Long Island

In honor of Spooky Season, there will also be a handful of haunted Candle Light Concerts located out in the Hamptons. These concerts play classics that you will be sure to love including Thriller, Halloween theme song, and Ghostbusters.

Address: Canoe Place Inn & Cottages 239 East Montauk Highway, Hampton Bays, 11946-1601


Fall Activities on Long Island Wrap-up

This concludes some of the best fall festivals and activities to add to your Long Island bucket list this season! 

As the fall comes to a close, make sure to also check out fun winter activities on Long Island here!

Have any questions about these Fall activities on Long Island or think any additional activities should be added to the list? Let me know in the comments below!

If you found these fall activities on Long Island helpful, I’d appreciate it if you could share it below!

Best Fall activities on Long Island New York
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Samantha Oppenheimer

Samantha Oppenheimer (Sam Opp) quit her corporate marketing job in 2018 to travel the world and become a travel writer, blogger and content creator. She loves experiencing authentic travel experiences, photography, and nature. Sam shares helpful travel itineraries, travel tips, budget tips, and travel advice from her personal experiences. You can also find Sam's words featured in large publications including Mirror, Thrillist, and Well + Good.

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