New York Halloween and Fall Events

There’s just something about autumn lovers, and it’s not only our undying devotion to pumpkin spice lattes and plaid shirts. It’s the love we have for all things quirky, spooky and just weird. It’s the pecan pies and the candy and the crispy leaves and Central Park covered in warm hues. And it’s the perfection of ‘not too hot and not too cold’ weather that allows you to spend time either outdoors exploring or indoors being cozy. And if you love fall as much as we do here at Madison Estates, then New York really is the only place to be. We’ve rounded up the spookiest and most autumnal events that we’re most excited for this year. Thank us after you’re all festivaled and pumpkined out!

Halloween Pumpkin Flotilla


Our favorite thing about New York is the free events. Because they’re actually good and actually free! And Central Park is known for hosting NYC’s best free events. And to be honest, any excuse to visit the park in the fall is a good one for us. The autumn foliage is beautiful here and you’ll regret you missed it if you do. So, don’t. On October 28th, Central Park will host its annual Halloween Pumpkin Flotilla, a celebration suitable for the family with pumpkin carvings, scary stories, a costume parade and the best part? Fifty pumpkin flotillas set to sail across the Harlem Meer at twilight! It’s magical.




We didn’t lie to you. We told you you’d see a lot of ‘pumpkin’ on this list. Pumpkinville is a 200 acre farm in Great Valley, New York providing family friendly fun all fall season long. You come here to enjoy hay and pony rides, get lost in corn mazes, watch how apple cider is made and really just take in the acres and acres of fall foliage all around you. This one’s for you, pumpkin spice latte lovers.


BangOnNYC! Warehouse of Horrors


Every year, BangOnNYC! brings your worst warehouse nightmares to life. This event, hosted in a Williamsburg warehouse, is a weekend affair packed with horrifying art and performances. And you’re in luck because 2018 marks the event’s 10th anniversary. So get ready to experience every piece of art BangOnNYC! has made to date, delicious food and a freaky, spooky performance line up!


The Great Jack O’ Lantern Blaze 


Ok, back to the pumpkins. Every year, Historic Hudson Valley hosts The Great Jack O’ Lantern Blaze and it’s one of those events you’ll really regret if you miss. Picture this: 7,000 artisan-carved and lit pumpkins alongside the riverside, a Pumpkin Planetarium, flying ghosts and a special appearance by Sleepy Hollow’s Headless Horseman. Grab your tickets and don’t forget to bring with you all the Halloween spirit you have inside because this one’s a good one.


Candlelight Ghost Tours @ Merchant’s House Museum


This house is what The New York Times calls ‘Manhattan’s most haunted house.’ And rightfully so! Take a 50-minute tour of the mansion and be ready to be spooked to your core as you learn about the dark and haunted past of this ancient structure and the family that once lived there. Or do they still walk the halls in ghost form? Book your tickets now and let us know, because we’re really too scared to find out for ourselves!




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