Guide to the Best Long Island Pumpkin Picking Spots

You’ve been drinking Pumpkin Spice Lattes and pumpkin beer for about a month now. With fall in the air and Halloween right around the corner, it’s time to get the real thing. Pumpkins, which are actually part of the squash family, come in all sizes. We turn them into jack-o-lanterns, put them on our doorsteps and make them into pies. Don’t forget to roast those seeds for a time-honored fall treat. Whatever your intentions, the act of picking a pumpkin is more than scouring the patch for the perfect one, it’s an experience not complete without other fall pastimes like hayrides, haunted houses and corn mazes. Call us biased, but Long Island pumpkin picking is the best around, just ask the City people who flock East every weekend in October to get to one of our beautiful farms for their own orange crop. You’ll probably want to check out more than one of these seven places because honestly, you can never have enough pumpkins.

F&W Schmitt’s Family Farms

Fall is like Christmas for the folks at F&W Schmitt’s Family Farms. They love the decades-old traditions of families packing into a car in search of the best pumpkin around and they deliver great ones by the dozen. Corn mazes, hayrides, pony rides and a haunted mansion for the older kids who are acting too cool for school are on site. Go there

May’s Family Farm
Wading River

May’s has pumpkins of every size and shape imaginable waiting to take residency on your doorstep. Pumpkin picking can be exhausting, so if you need a break, enjoy some apple cider, a delicious ear of hot, buttered corn and Long Island potato chips at one of the picnic tables. Go there 

Harbes Family Farm
Jamesport, Mattituck and Riverhead


For those who want more than a big patch of dirt with a whole lot of pumpkins, visit Harbes Family Farm. The Jamesport farm gives visitors a treat by letting them pick the pumpkin right off the vine. If you’re looking for an adult fall-fun day, hit the flagship location in Mattituck, where you can get your future jack-o-lantern before heading into the Harbes Vineyard tasting room. Want a fright during your pumpkin-picking adventure? Harbes Orchard in Riverhead has a spooky corn maze. Hayrides and pony rides available at all three locations. Go there 

Colonial Springs Farm
Wheatley Heights

This large, 10-acre patch has on-the-vine pumpkins ready for grabbing and putting into your wagon. Make it a true fall day with apple cider, doughnuts and pies from the farm stand – because it wouldn’t be one with them.Activities geared towards children 12 and under—hayrides, pony rides and a zip line—are also available. Call 631-643-4829 for more information.

Gabrielsen’s Country Plant Farm


This North Fork spot has everything you need for your pumpkin-picking extravaganza. Find your pumpkin in the field or farm stand and pick up fresh produce and fall decorations for your home. Take a walk through the 11-acre corn maze, then enjoy a big, butter, fresh corn on the cob. Other activities, like kiddie mazes, animals and pedal tractors will make the day a blast for your little ones. Also, don’t miss a chance to take a self with Pumpkin Princess and Scarecrow because people of all ages will love that. Go there 

Benner’s Farm

Don’t just pick your pumpkin (you can do it straight from the vine or get a pre-picked one in the patch), learn to carve it right at workshops Oct. 17 and 24. Live music plays every Sunday. Special guests on the farm often include beekeepers, falconers and naturalists. Hayrides, including a haunted one at night, also offered. Go there 

Hank’s Pumpkintown
Water Mill

long island pumpkin picking

There was no way we could leave a place called Pumpkintown off this list. Find your pumpkin, chow down on cider doughnuts and pick up a fresh baked pie for dessert in the Hamptons. There’s even a corn shack with fresh-picked corn roasted to perfection. Other fun activities include pony rides, cow milking, hayrides, a maze and face painting available as well. Go there 

beth ann clyde

beth ann clyde

Beth Ann Clyde is a Digital Editor of Long Island Pulse. Have a story idea or just want to say hello? Email or reach out on Twitter @BAClyde.