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Eat your way through Westchester at these fall food festivals that showcase local restaurants and eateries, not to mention an abundance of seasonal flavors.
Westchester Wine Walk & Craft Festival
September 21, 2-6 p.m.
Rye Town Park, Rye
Calling all wine lovers! This year’s Westchester Wine Walk and Craft Festival will be held on September 21 from 2-6 p.m. Indulge in an afternoon full of wine tasting, socializing, and grub from local food trucks. Whether you’re a wine connoisseur or at the beginning of your wine journey, the Westchester Wine Walk offers a glass for everyone. Guests will be able to sample a range of reds, whites, rosés, and more from over 50 vineyards. There will be shopping available from over 75 vendors, live music, and more. Tickets for this event cost $55.
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Hudson Valley Irish Festival
Riverfront Park, Peekskill
September 28, 11 a.m. – 7p.m.
The Hudson Valley Irish Festival makes its way back to Peekskill’s Riverfront Park this season. For $15, you can enjoy a day filled with Irish music, dance, food, and fun. There will be performances from bagpipe bands and dancers, traditional Irish cuisine, and Celtic goods.
Westchester Mac & Cheese Festival
Westchester County Center, White Plains
October 5, 1-5 p.m.
If you’re a mac and cheese connoisseur looking to indulge into a creamy bowl of delight, purchase your tickets now. This is the first Westchester Mac & Cheese Festival, during which restaurants showcase their culinary creativity and connect with the local food-loving community. Whether you love a classic bowl of mac and cheese or consider yourself an adventurous eater, this festival has something for everyone. General admission tickets cost $35, while tickets for children 12 and under are $15, and VIP tickets are $65. The VIP tickets include the perks of general admission, plus two free drink tickets and access to a private VIP section.
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Fall Family Festival
Rye Town Park
Every weekend in October from 12-6 p.m.
The Barley Beach House hosts a family fest every weekend in October. The fall food festival will bring the orchards to you with over 2000 pumpkins to choose from, cider donuts, live music, face painting, hayrides, axe throwing, food, and vendors. Entry for adults is free, while tickets for kids three and up cost $35 each. The kid tickets include one pumpkin, a bubble zone bubble wand, unlimited bounce castle play, hayrides, kids’ axe throwing, cotton candy, and live entertainment. The adults can enjoy over 30 shopping vendors selling handmade artwork and crafts, food, cocktails, games, and more.
A Journey Through France’s Finest Wines: A Loire Valley Festival
Westchester Wine Warehouse, White Plains
October 17, 6-7 p.m.
Explore France’s finest wines right here in Westchester County within the private tasting room at Westchester Wine Warehouse. Sommelier Olivier Flosse will guide guests through the unique and robust flavors of the world-renowned Loire Valley. During the tasting, you’ll experience white, red, and rosé wines and learn about each bottle’s characteristics and rich history.
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Hudson Valley Restaurant Week
Various locations
October 28 to November 10
The region’s top restaurants come together from October 28 to November 10 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