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Fall Into Fun: The Most Epic October Events Across New York

Updated: Oct 7


 

Fall in New York is a magical time filled with the crisp crunch of leaves, cool breezes, and the unmistakable scent of pumpkin spice in the air. Whether you're a thrill-seeker looking for the next big scare or just craving some cozy, autumnal vibes, we've rounded up the best events happening this October. From haunted hayrides and pumpkin festivals to world-class Oktoberfests, there’s something for everyone to enjoy. Get ready to mark your calendars, because fall fun is just around the corner!


 

Oct 1 - Oct 31

Warwick, NY


Prepare for the ultimate scarefest at Warwick’s Prison of Horrors! This spine-chilling experience will have you navigating haunted cells, ghostly corridors, and darkened dungeons, where terror lurks around every corner. Whether you’re a thrill-seeker or just looking for some spooky fun, this attraction promises to be one of the most terrifying haunted houses in the Hudson Valley. Will you make it out unscathed? Only one way to find out!


 

Oct 1 - Oct 31

Clarence, NY


Pumpkins, cider, and fun galore await at the Great Pumpkin Farm Fall Festival! This month-long celebration is perfect for families, with everything from pumpkin-picking to hayrides. There’s even a scarecrow-making contest and delicious seasonal treats to enjoy. Don't miss out on the giant pumpkin weigh-off and the chance to explore this picturesque farm at the height of fall!



 

Weekends Oct 1 - Oct 27

Ticonderoga, NY


Get lost in history—literally—at Fort Ticonderoga's Corn Maze Adventure! Weekends in October offer the perfect opportunity to challenge yourself through this intricate maze while soaking in stunning views of the Adirondacks. It's

family-friendly fun with a historic twist,

and after you find your way out, you can

explore the fort itself. Fall doesn't get much

better than this!


 

Oct 1 - Nov 4

Sleepy Hollow, NY


Welcome to the land of legends! The Sleepy Hollow Haunted Hayride takes you through the eerie streets and forests of one of America’s most famous haunted towns. With spine-tingling sights, haunting sounds, and a chilling storyline based on Washington Irving's tale, this hayride is sure to leave you with a case of the shivers. Do you dare ride under the watchful eye of the Headless Horseman?


 

Oct 1 - Oct 27

Watermark Pier 15 NYC


Raise a stein and toast to Oktoberfest in the heart of NYC! This lively celebration at Watermark Pier 15 is your go-to spot for authentic German brews, bratwurst, and Bavarian music—all set against the stunning skyline of the Big Apple. Grab your lederhosen, and join the festivities as this waterfront venue turns into an Oktoberfest wonderland! Prost!


 

Oct 1 - Nov 3

Ulster Park, NY

For a bone-chilling night of fun, head to Ulster Park’s famous Headless Horseman Hayrides and Haunted Houses! This legendary attraction offers haunted houses, a nightmarish hayride, and even a terrifying corn maze. Perfect for adrenaline junkies who crave thrills, you’ll be on edge the entire time. Beware of the Headless Horseman, though—he's closer than you think!


 

Oct 1 - Oct 31

Great Valley, NY

Ready for some good ol' family fun? Pumpkinville in Great Valley is the ultimate fall playground with everything from hayrides and corn mazes to petting zoos and pumpkin patches. And let’s not forget the apple cider donuts—they’re practically a reason to visit all on their own! Bring the kids, grab a pumpkin, and enjoy a day filled with smiles and seasonal https://pumpkinville.com/

 

Oct 3 - Oct 6

Amenia, NY

Head to Amenia for the prestigious Silo Ridge Masters, where equestrian elegance meets the stunning beauty of the Hudson Valley. This international show-jumping event brings together world-class athletes, and it's a weekend of thrilling competition set amidst some of the most scenic landscapes. Perfect for sports enthusiasts and equine fans alike.


 

Oct 1 - Nov 3

Croton-on-Hudson, NY


There’s nothing quite like The Great Jack O'Lantern Blaze in Croton-on-Hudson! Over 7,000 intricately carved pumpkins light up the night, creating magical displays that are almost too good to be true. Wander through the glowing pathways and witness everything from underwater sea creatures to swirling stars made entirely of pumpkins. This is a must

see fall spectacle!


 

Oct 1 - Nov 3

Old Bethpage Village

Long Island, NY


Long Island’s version of The Great Jack O'Lantern Blaze brings the same level of pumpkin magic, but with its own unique twists. Old Bethpage Village transforms into a glowing wonderland with thousands of artistically carved pumpkins creating stunning displays. It’s a fantastic family- friendly event that showcases the creativity and spirit of the season.


 


10/4 - 11/2

Monroe, NY


Looking for something to scare the pants off you? Pure Terror Scream Park in Monroe has you covered! With over 10 haunted attractions packed into one scream-inducing park, it's known for being one of the most intense haunted experiences in the country. You’ll find everything from haunted houses to horrifying mazes—all designed to leave you breathless. Can you handle it? There’s only one way to find out!


 

Oct 4 - Nov 9

359 Broadway NYC


Step inside Blood Manor, if you dare! This legendary NYC haunted house promises blood-curdling scares at every turn. With its gruesome sets and horrifyingly realistic actors, Blood Manor will have your heart racing from start to finish. It's perfect for anyone who loves a good fright, but beware—it’s not for the faint of heart. Make sure you’ve got nerves of steel before you enter!



 

Weekends Oct 4 - Nov 2

Ballston Spa, NY


For a night filled with shrieks and screams, head to Double M Haunted Hayrides in Ballston Spa. This iconic haunted hayride has been terrifying visitors for over 25 years, with eerie scenes, costumed actors, and unexpected frights lurking in the shadows. After your hayride, there are four haunted attractions to explore, so the scares don’t stop until you do!

 

Weekends Oct 4 - Nov 2

Buffalo, NY


Buffalo is home to Frightworld, and it’s the perfect place for anyone who loves a solid scare! This award-winning scream park features five unique haunted houses that are sure to give you nightmares. Each house has its own theme, from creepy clowns to dark, haunted corridors, creating an immersive and terrifying experience. Do you have what it takes to make it through all five?


 

Oct 5 - Nov 6

Rhinebeck, NY


Sip, shop, and celebrate at the Handcrafted Oktoberfest in Rhinebeck! This two-day event is the perfect blend of artisanal crafts and Oktoberfest fun. Enjoy German-style brews, bratwurst, and live music as you explore beautifully curated handmade goods from local artisans. It’s a perfect fall day out that offers shopping and entertainment all in one place!


 

Oct 5 - Oct 6

Oct 12 - Oct 14

North Salem, NY


Autumn is in full swing at the Harvest Moon Fall Festival in North Salem. Over three weekends, families can pick pumpkins, explore hayrides, and enjoy live music. With apple picking, food trucks, and a corn maze, this is the perfect fall outing for kids and adults alike. Get into the harvest spirit and make a day of it!



 

Oct 5

Hudson, NY


Craving some Oktoberfest fun in a charming riverside town? Hudson’s Annual Oktoberfest has everything you need! With a blend of authentic German food, beer, and music, this festival brings Bavaria to the Hudson Valley for one day only. Whether you’re there to indulge in bratwurst or enjoy the lively atmosphere, it’s a must-visit fall celebration. Prost!


 

Oct 5 - Oct 6

Cold Spring, NY


Calling all lovers of handmade goods! The Modern Makers Market in Cold Spring is your one-stop-shop for finding unique crafts, local artwork, and artisanal goods. Set against the backdrop of the Hudson River, this market is the perfect place to spend a fall day browsing through beautiful pieces while supporting local creators. You never know what treasures you’ll find!


 

Weekends Oct 5 - Oct 20

Middletown, NY


Get lost in the Corn Craze at Dogwood Acres Family Farm in Middletown! This weekend-only event offers a fun-filled experience for families with corn mazes, pumpkin patches, and hayrides. Kids will love the farm animals, while parents can relax with some cider and donuts. It's the ultimate fall adventure for anyone looking to embrace the country charm of the season.

 

Oct 6

Warwick, NY


Apples, live music, and local artisans—what more could you ask for? Warwick Applefest is the event of the season, drawing in thousands for a day of food, fun, and festivities. Explore the farmer’s market, taste fresh apple pies, and check out the craft vendors. This is the perfect way to spend a fall Sunday surrounded by the beauty of the Hudson Valley!

 

Oct 11 - Oct 27 Bethel, NY


Bethel Woods Center for the Arts is all about good vibes and glowing pumpkins this October! Peace Love & Pumpkin brings together illuminated pumpkin art displays with live entertainment, creating a magical experience for visitors of all ages. Walk the trail, enjoy fall treats, and take in the peaceful, creative energy that makes Bethel Woods so special.


 

Permanent and Fine Jewelry Pop-Up

Oct 12 - 13

Kingston, NY


Don’t miss the event everyone’s talking about! Billy Permanent Jewelry Pop-Up on the Historic Kingston Waterfront! Meet founder Elizabeth Keyser, discover unique pieces with a story, and indulge in delicious local treats while mingling in the vibrant waterfront atmosphere. Find us at 85 Broadway, Kingston, NY 12401, from 10am to 6pm ET, and be part of this unforgettable weekend. It’s your chance to snag one-of-a-kind jewelry and connect with fellow jewelry lovers. Bring your friends and soak up the good vibes—see you there!


 

Oct 12

Lake Placid, NY


Lake Placid’s Flaming Leaves Festival is a can’t-miss fall event for anyone who loves the Adirondacks! Watch thrilling ski jumping competitions while enjoying live music, BBQ, and stunning autumn foliage. It’s an action-packed event that gives you a

taste of fall in one of the most.

scenic parts of New York.

 

Oct 13

Milton, NY


Enjoy the perfect fall day at Nostrano Vineyards’ Fall Festival! Sip on local wine while you browse through farm-fresh produce and artisanal goods, all set against a backdrop of stunning vineyard views. With live music and delicious food offerings, this festival is a great way to embrace the harvest season in the heart of the Hudson Valley.



 

Oct 17 – Oct 24

Various locations

Brooklyn, NY


Horror buffs, rejoice! The Brooklyn Horror Film Festival is back with a lineup of terrifying films from around the globe. This week-long event showcases the best in indie horror, with screenings, filmmaker Q&As, and special events scattered across Brooklyn’s coolest venues. It’s a must for anyone who lives for a good scare!


 


Oct 19 - Oct 20

Rhinebeck, NY


Calling all fiber enthusiasts! The New York Sheep & Wool Festival in Rhinebeck is a paradise for knitters, weavers, and anyone who loves all things wool. With workshops, sheep herding demonstrations, and a marketplace full of yarn and fibers, it’s the perfect fall festival to get cozy with your favorite craft. Plus, it’s a great opportunity to meet artisans from all over the country!



 

Oct 21

E 10th St NY, NY


It’s cuteness overload at the Tompkins Square Park Halloween Dog Parade! NYC’s most fashionable pups strut their stuff in elaborate costumes, while their owners join in on the fun. With prizes for the best costumes and plenty of photo ops, it’s a must-see for dog lovers and anyone who enjoys Halloween fun.


 

Oct 26 - Oct 27

Walkway Over the Hudson

Highland, NY


Take a walk on the wild side—literally! Walktoberfest at Walkway Over the Hudson offers a weekend of local food, crafts, and live entertainment all while soaking in unbeatable views. It's the perfect way to enjoy fall while supporting local vendors and makers. Stroll, shop, and snack your way through this fall festival favorite!


 


Oct 31st

Greenwich Village, NYC


The Village Halloween Parade is the ultimate NYC Halloween experience! With thousands of costumed participants, towering puppets, and live music marching through the streets of Greenwich Village, this is the largest Halloween celebration in the world. Whether you're part of the parade or watching from the sidelines, it’s an event you’ll never forget!



 

From heart-pounding thrills to enchanting fall festivities, New York is the place to be this October. With a lineup of once-in-a-lifetime experiences, staying indoors simply isn't an option. Grab your crew, throw on your coziest sweater, and dive headfirst into the magic of the season. Whether you're screaming through haunted houses or basking in the glow of pumpkin-filled nights, these unforgettable moments are waiting for you. Don’t let the season slip away—this is your chance to create memories that will leave everyone else wishing they had been there!

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