Type to search

Food & Drink Festivals to Check out in Westchester This Spring

Food & drink festivals in Westchester. Adobe Stock | Alexandr Vorobev

Spring food festival season has arrived in Westchester! Start it off right by bookmarking these delicious happenings on your calendar.

By Ryan Noel, Anthony Tornatore, and Dave Zucker

Westchester loves food. (We’ve seen what you like on our Instagram page, so you don’t have to deny it.) Now that the weather is finally turning milder, it’s time to bring that love out into the light of day for the most wonderful time of the year: food fest season!

Start making room now, and consult our handy calendar of upcoming food and drink festivals for all things eatable, drinkable, and thoroughly delicious. Don’t forget to grab tickets to our own Wine & Food Fest starting June 6!

Bacon Fest

Down to Earth Ossining Farmer’s Market, Ossining
March 25, 9 a.m. – noon

Although you don’t need a reason to browse the stands at Down to Earth Farmer’s Market in Ossining, we have something that will make the trip a tad more worthwhile. The market will be giving out samples of sizzling hot juicy bacon courtesy of Goode & Local. Alongside the bacon will be breakfast treats from other vendors, plus free coffee from 9 a.m. to noon, or while supplies last.

Suds on the Sound Craft Beer Festival

Rye Town Park, Rye
May 13, 2-6 p.m.

Enjoy over 100 different craft beers from more than 50 breweries at the Suds on the Sound Craft Beer Festival on May 13. Suds on the Sound is a celebration of craft breweries from all over the country that are enjoyed in Westchester on the Long Island Sound. Some participating breweries include Decadent AlesWolf & Warrior Brewing Co, Soul BrewingHudson North Cider, and much more. There will also be food trucks, live music, and vendors. For tickets and more information, click here.


View this post on Instagram


A post shared by Suds On The Sound (@sudsonthesound)

Picks and Pickleball

Chilmark Village Park, Briarcliff
May 20, 12- 5 p.m.

This one-day food and drink festival celebrates some of the most important matters in Westchester: springtime, live music, and pickleball. After participating in a friendly pickleball tournament, you can restore your energy with a pint of beer and a snack. This event will feature beer and wine from Captain Lawrence, a selection of divine food trucks, village vendors, and kids’ activities. Picks and Pickleball is presented by the Village of Briarcliff Manor, River Towns Music Group, and Corcoran Legends. Click here for tickets and more information.

Westchester Magazine‘s Wine & Food Festival — June 6-10

Come on, how could we not say it? Finishing out the spring and kicking off summer, Westchester Magazine’s Wine & Food Festival is five days of non-stop decadence. This year we kick things off with a Wine Pairing Experience with Kevin Zraly. He will pair specialty wines with cuisine from Crabtree’s Kittle House Restaurant & Inn. Tickets are $150.

Wednesday brings us Party on the Pier at Playland in Rye. Guests will enjoy a fun-filled evening on the Playland boardwalk overlooking the beautiful Long Island Sound while enjoying samples of summer favorites from local restaurants and food trucks plus beer, wine, cocktails, and music. The highlight of the night will be our Fifth Annual Bartender Shake-Off, featuring Westchester’s top bartenders competing for Best Bartender honors. Tickets are $65.

Thursday ramps things up with our Burger & Beer Blast, which just keeps getting bigger with 30 local restaurants squaring off to see who has the best signature burger. Food trucks, local businesses, and plenty of libations and entertainment are also on the docket, as per usual. Tickets are $75. We will also be presenting our third annual Wine Collectors’ Dinner which is a chance for all Wine Connoisseurs to tap into their collections and share their most valued vintages with other wine lovers. The memorable dinner will be specially selected and prepared by Westchester’s top chef, Peter X. Kelly.

Everything culminates on Saturday with our Grand Tasting Village, where more than 40 local restaurants and food trucks will serve up their best bites alongside more than 200 wine and spirits brands. There will be a private area featuring an exclusive lounge with the event’s highest quality wines along with dishes from the top restaurants. Tickets are $85 or $125 (Party Line Connoisseurs Tents).

Related: 7 Westchester Food Trucks You Need to Hunt Down Right Now