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These Fall Food Festivals Bring Autumn Flavors to Westchester

Adobe Stock/ Aleksandr Vorobev

Food festivals are happening all over Westchester this autumn, with everything from food trucks to craft beer on the lineup.

With additional reporting by Anisa Williams and Molly Khabie

Food Truck Fridays 

766 Yonkers Ave, Yonkers
September 16

Tompkins Trust Company is hosting a food truck Friday in Yonkers. The organization has partnered with Road Grub Mobile to provide attendees with a delicious free lunch. Donations from the organizer and the community will be made to Yonkers Police Athletic League Center.

Hudson River Craft Beer Festival

Riverfront Park, Beacon
September 17

More than 50 breweries pouring more than 100 beers make this a can’t-miss event for craft beer fans. The lineup includes plenty of NYS breweries (Hot Whip, Oktoberfest, and War Elephant), plus others from throughout the U.S. like Big Wave, Sweet Baby Jesus!, and Haze Jude. Soak up all those suds with some of the local food offerings, along with a game of corn hole or hatchet throwing (maybe before you’ve gone too deep on the beer sampling).


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Westchester Wine Walk

Barley Beach House, Rye
September 17

Bring your blankets and chairs because it’s wine o’clock at the Barley Beach House! The Westchester Wine Walk will have 50-plus wineries showcasing more than 100 different wines. The 107.1 FM The Peak-sponsored event will have live music, food trucks, and craft vendors.

Yonkers Wine and Food Fest

71 Water Grant St, Yonkers 
September 17

Grab your drinking buddies and head over to Yonkers Wine and Food Fest for an evening full of sipping. There will be live music and food to pair with your beverages.


Pound Ridge Nursery and Garden Center, Pound Ridge
September 17

Pound Ridge will be holding its first annual SeptemberFest this Saturday. There will be over 15 local breweries for you to sample from, a live performance by Alex Cano, and homemade bagels, chocolate, and hot dogs for you to taste. In other words, this is one food festival you won’t want to miss.

Sleepy Hollow Culture Festival

Kingsland Point Park, Sleepy Hollow
September 17

This event is to celebrate the different cultures represented throughout Sleepy Hollow. Celebrate with live music, folk dance, a magic show, and, of course, food vendors.

Farm Fest

Fable Farm, Ossining
September 18

Enjoy a day on the farm this weekend! Fable will have everything from live music and local artisans to food vendors.

7th Annual HoppFest 

The Village Green, Bedford
September 24

The Bedford Historical Society will be holding the 7th Annual Hoppfest Fundraiser from 6:30 to 9:30 p.m. They are going above and beyond this year with live music from two bands, beer, wine, food trucks, fire pits, and games. For those 21 and up there will be a bourbon and cocktail tasting. Visit their website to get your tickets, they sold out last year!

Pound Ridge Harvest Festival

Pound Ridge
October 1

Join the Pound Ridge community on October 1 in Town Park to celebrate the annual and beloved tradition of indulging in Oktoberfest-style food, contests, beverage gardens, award-winning music (Blues Traveler takes the stage this year) and many fun activities for the kids.

Pound Ridge Harvest Festival

Pound Ridge Harvest Festival. By John Morgan

The Harvest Feast at Stone Barns

Pocantico Hills
October 1-2

Enjoy a warm welcome from farmers as you immerse yourself in a one-of-a-kind multicourse culinary journey by the chefs at Blue Hill on October 1 and 2, in behind-the-scenes growing, cooking, and research spaces, beautifully complemented by the scenic fall of Stone Barns. Advance tickets required.

Harvest Feast at Stone barns

Harvest Feast at Stone Barns. By Luis Ruiz for Stone Barns Center for Food and Agriculture

Yellow Brick Road Fest

October 8

Support the Bedford Playhouse and enjoy an evening immersed in all things Dorothy, Toto, and Auntie Em on October 8, beginning at 5 p.m. This fun-filled family event will feature clever Wizard of Oz-themed activities, contests, a Kansas-style barbecue, and a screening of the classic flick under the stars.

Greenburgh Nature Center Fall Festival

October 22-23

Head over to Greenburgh Nature Center on October 22 and 23 for a variety of food vendors, live music, crafts, and a pumpkin and scarecrow walk. Prepare to discover your new favorite seasonal drink at the apple cider tastings!

Hudson Valley Restaurant Week

Various Locations
November 7-20

The region’s top restaurants come together November 7 to 20 for this annual foodie event (orchestrated by WM’s sister publication, Valley Table) offering prix-fixe menus that highlight signature and specialty dishes timed to the season.

Related: Where to Buy Apple Cider Donuts in Westchester County


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