Things to Do

Fall Events and Happenings in The Bountiful and Scenic Hudson Valley

hudson valley fall events

Lush colorful foliage as far as the eyes can gaze, crisp cool temperatures, and plenty of fall festivities to entertain. Welcome to the autumnal paradise that is Westchester County, New York. We are so pleased fall has finally arrived, as there is much to look forward to this season. Though all seasons in New York have their charms, autumn somehow outdoes them all, and never ceases to surprise and delight those who live and visit during this time.

Gift yourself a getaway to experience this autumnal bliss for yourself! All you need to do is map your route, and hop from one fall festivity to the next. We’ve got the details on the when and where for you here:

Hudson Valley Fall Events You Won’t Want to Miss

Annual Barn Dance at the John Jay Homestead

September 15th

Watch pigs race, devour delicious BBQ, and sway to the tunes of live music at the annual Barn Dance held at the John Jay Homestead. This event is quintessential in the region and will offer you a plethora of autumnal activities to savor. Plus, the sprawling homestead of John Jay, key public figure in the late 1700s to early 1800s, will leave you enchanted.

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Savor Fresh Fall Flavors at Harvest Fest

October 6th

One of Westchester’s leading sustainable farms, Stone Barns, puts on an annual Harvest Fest to celebrate nature’s bounty and the innovators behind the farm. This is one of our favorite events of the year and features an array of eating, dancing, and learning. It sells out every single year so be sure to reserve your ticket!

hudson valley fall events

Be Inspired by The Great Jack o’Lantern Blaze

September 28 – November 24

What do 7,000 illuminated hand-carved jack o’lanterns look like? Simply magnificent! Known as the Great Jack o’Lantern Blaze, this annual events draws visitors from around the country it’s just so awe-inspiring. The display is accompanied by synchronized lighting and an original soundtrack, and all proceeds support the programs of Historic Hudson Valley, a non-profit education organization.

Headless Hoseman Hayrides and Haunted Houses

End of September – October (Weekends)

Set on a 250-year-old farm sprawled across 65 acres, the Headless Horseman Hayrides and Haunted Houses is an iconic fall and Halloween experience in the region. It’s been ranked among the scariest of haunted houses in the nation, and if you frighten easily it may not be for you! Mazes, seven haunted attractions, hayrides, and more comprise the experience, and it’s one you certainly won’t soon forget.

hudson valley fall events

Hudson River Craft Beer Festival

September 15th

If you enjoy quality craft beer, food, and fun, then you’ll easily enjoy yourself at the Hudson River Craft Beer Festival. Sample over 150 craft brews from regional and nationwide breweries. Purchase your tickets here.

Taste of the Hudson Valley

November 4th

Though Napa gets much of the fame, New York is home to hundreds of wineries which produce award-winning wines year after year. Hudson Valley is home to a number of those wineries, and many of them will be features for wine and food pairings in the upcoming Taste of Hudson Valley festival. Savor all the varietals and decide for yourself which wines are best with which dishes.

We hope you enjoy making your way around the scenic Hudson Valley, exploring one fall festival after the next. Each fall-inspired event will give you a taste of all the region has to offer. As you plan your trip, don’t forget to schedule in plenty of time to hike through the foliage and take incredible photos of the picturesque landscape. Find cozy accommodations in the center of all the action at Doral Arrowwood Resort.

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