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A Comprehensive Calendar of Notable Events in Westchester County

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From January to December, Westchester County offers a wealth of sights to see and things to do for locals and visitors alike.

Check with event sponsors and/or venues directly for the most up-to-date information for 2022.

-January-

First Day Hike and Family Fun

Get the new year started off on the right foot with a self-guided hike through the John Jay Homestead landscape. The day of family fun continues with a bonfire, hot cocoa, and a chance to browse the holiday shop’s end-of-season sale. johnjayhomestead.org/events

-February-

Teatown Hudson River EagleFest

Test your eagle vision and discover how some of the planet’s most impressive animals complete their winter migration to the Hudson River. Croton Point Park plays host to this annual event featuring bird walks, close encounters with owls and eagles, and other educational programs. teatown.org/annualevents

Young Artists Exhibition

Read the full description here.

-April-

Green Ossining’s Earth Day Festival

With a decade of success under its belt, the largest Earth Day Festival in Westchester keeps getting greener. Learn about sustainability, environmental consciousness, and responsibility through a roster of entertaining and family-friendly activities. Events include community-wide cleanups, visiting local farms, beer tastings, learning how to eat sustainably, shopping from local and fair-trade artisans, and live music. greenossining.org/earth-day-festival

Japanese Cherry Blossom Festival

Welcome the spring at this annual event at Pelham Art Center that bursts with the vivid colors of Mother Nature at her best. In addition to the mesmerizing cherry blossoms, the event features a Japanese taiko drum performance and authentic Japanese dance numbers set to traditional music, as well as flower-arrangements and origami workshops for attendees of all ages. pelhamartcenter.org

Lyndhurst Flower & Antiques Show

Read the full description here.

-May-

Bike Sundays on Bronx River Pkwy

A treasured recreational tradition since 1974, this program, on select Sundays from May through October, shuts down a 13.1 mile loop of the Bronx River Parkway for thousands of joggers, cyclists, and walkers. parks.thewpf.org/bicycle-sundays

Hudson Valley Restaurant Week

Become a seasoned foodie in just two weeks at this can’t-miss biannual event. Serving more than 250,000 dinners, it is the largest and most successful dining event in the region, with more than 200 participating restaurants. Occurring every spring and fall, treat yourself and the family to irresistible deals on three-course prix fixe meals and leave with nothing but an appetite to return the next season. thevalleytable.com/hvrw

-June-

Caramoor Summer Music Festival

This perennially popular, family-friendly event features some of the nation’s biggest names in classical music at the institution’s ethereal campus in Katonah. Performers of roots, jazz, classical, and other genres take the stage June through August, but Caramoor boasts great programming four seasons a year. caramoor.org

Prophet Elias Greek Festival

This big, fat Greek festival in Yonkers is a weekend celebration of all things Hellenic. Immerse yourself in Greek culture at Prophet Elias Church, with food, pastries, dancing, live music, and raffles. Prizes range from Yeti Hopper coolers to smart TVs. facebook.com/GreekFestivalYonkers

Westchester Magazine’s Wine & Food Festival

Read the full description here.

-July-

Best of Westchester Party

Join upwards of 3,000 attendees at the majestic Glen Island Harbour Club for the county party of the year. The annual Best of Westchester celebration brings together industry-leading exhibitors, top-shelf food, drinks and services, illustrious guests, wall-to-wall media attention, and more to celebrate the BEST the county has to offer. westchestermagazine.com/best-of-westchester-party

Peekskill Riverfront Summer Concert Series

Summer sunsets meet free musical performances at the picturesque Riverfront Green Park. With each two-hour concert headlining a different music genre, families are guaranteed to enjoy a night by the water each week, complete with food for purchase at nearby restaurants. cityofpeekskill.com

Pleasantville Music Festival

It’s time to grab the blankets, tents, and we recommend ear plugs because after two cancelled years, the annual crowd pleaser, happening on July, 9 is going to rock! This world-class backyard bash brings together national and local music acts, myriad food vendors, a beer-and-wine garden, and a great (zero-waste) vibe. pleasantvillemusicfestival.com

-July – August-

Westchester Roots

Become immersed in the music and dance of other cultures without leaving the county. Arts Westchester puts together a celebration of diversity across a variety of live music, dance perfomances, and festivals, all for free. artswestchester.org/westchester-roots

-August-

Clay Art Center

The Clay Art Center on Beech Street in Port Chester has enough of the stuff on hand for its August adult-classes and family wheel nights to satisfy even the most prodigious potter. Skilled artist-teachers help students make their way through wheel-throwing, hand-building, and sculpture at a pace individualized to each student. clayartcenter.org

-September-

Armonk Cider & Donut Festival

Kick off your fall festivities with this popular annual event held at Wampus Brook Park. After the morning races (5K and kids’ races), the carnival typically includes rides, live music, food trucks, a pie-eating contest, doughnut fishing, and, of course, enough delicious doughnuts and fresh-pressed cider to sate even the most ambitious fall tummy. armonkchamberofcommerce.com

Harvest Moon Fall Festival

Everything fun and fall converges in North Salem at the Harvest Moon festival each weekend in September and October. In addition to family-favorite farm activities, such as hayrides and pony rides, attendees can pick their own apples and pumpkins on-site and enjoy seasonal treats. You’ll be awash in apple cider, cider doughnuts, baked pies, and their specialty beer on tap, from Hardscrabble Cider. harvestmoonfarmandorchard.com

JazzFest White Plains

After a decade of lively JazzFest performances, this five-day celebration of jazz continues to attract music lovers of all ages. Expect a covey of top-name artists and rising stars blanketing the city at various venues. artswestchester.org/programs/jazz-fest-2

The Great Jack O’Lantern Blaze

Billed as “The Tri-State’s Biggest, Most Electrifying Fall Event,” the Great Jack O’Lantern Blaze showcases more than 7,000 hand-carved pumpkins on the grounds of Croton’s Van Cortlandt Manor. Prepare to be greeted by such perennial favorites as the spell-casting witches, swooping jack o’lantern bats, humongous spider web, and many other attractions. hudsonvalley.org/events/blaze

Stone Barns Center’s Annual Harvest Feast

Read the full description here.

Yorktown Grange Fair

With classic fairground food offerings, nightly mainstage music, parades, hayrides, carnival rides, and more, this multiday event — known among many as “Westchester’s Only True County Fair” — celebrates the historical traditions of agrarian Westchester. There is tons of fun to be had here. yorktowngrangefair.org

-October-

Irving’s Legend

The Old Dutch Church in Sleepy Hollow — made famous by Washington Irving himself, in “The Legend of Sleepy Hollow” — is the creepy setting of “Irving’s Legend.” Join master storyteller Jonathan Kruk for a spooky yet titilating evening as he performs the Halloween hit under the stars. hudsonvalley.org/events/irvings-legend

New Rochelle ArtsFest

This free arts festival and city-wide celebration hosts a wide variety of exhilarating performances by dancers, singers, and other entertainers, with exhibitions, tours, and family-friendly activites across 40+ venues. newrochellearts.org

Lyndhurst After Dark

Read the full description here.

YoFi Fest: The Yonkers Film Festival

Read the full description here.

-November – December-

Frosty Day

Read the full description here.

Holiday Parade & Tree-Lighting at Cross County Shopping Center

The Cross County Shopping Center in Yonkers hosts a tree-lighting event honoring the holiday season, as well as live music and a lively parade. crosscountycenter.com/events

Twinkling Lights on the Hill

From mid-November to New Year, Ridge Hill in Yonkers really decks the malls in this glitzy motif replete with yuletide regalia. Wide-eyed families are treated to magical light displays, carolers, and other musical entertainment, with the big guy himself in his interactive cottage on Ridge Hill’s Market Street. ridgehill.com/events

-December-

Chanukah City

The wonderful Festival of Lights takes over Yonkers’ Ridge Hill, where visitors can enjoy rides, music, seasonal refreshments, crafts, and entertainment, including a “gelt drop,” and the world’s first virtual-reality Chanukah experience. Wrap things up with the large-scale menorah lighting. ridgehill.com/events

New Year’s Eve Celebration & Ball Drop

White Plains, Peekskill, New Rochelle and other area towns and cities hold events ringing in the New Year with food, drink, music, and other attractions.

UMAGICA at Harvest Moon

At the end of November, Harvest Moon in North Salem puts the dazzle of the holidays at your fingertips with this display of light sculptures, amounting to 350,000 LEDs. Life-size gingerbread people and animal sculptures are featured in the biggest holiday light park in all of Westchester and Putnam. The magical forest walking tour takes less than an hour. Free parking. harvestmoonfarmandorchard.com/lumagica-light-show

Westchester’s Winter Wonderland

An iconic holiday eventWestchester’s Winter Wonderland Holiday Light Extravaganza has consistently been a county favorite, drawing a total of more than 200,000 visitors since its opening, in 2014. Located at Valhalla’s Kensico Dam Plaza, guests drive through 1.2 miles of breathtaking lights, holiday characters, and past the classic 40-foot Christmas tree all while listening to festive holiday music. Don’t miss this priceless holiday tradition or other events hosted at the Dam, such as the official tree lighting and New Year’s celebration. wwinterwonderland.com.

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