Join the community in admiring the beauty of the winter season and the holiday spirit within the county. Our Westchester guide offers a curated list of the best events to enjoy in Westchester County this winter from seasonal classics like ice skating and skiing, to illuminated holiday festivities. Grab your winter coat and favorite holiday sweater, and head out the door to embrace all that winter in Westchester has to offer.

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Holiday Celebrations 

Victorian Christmas Tour

December 6th- December 27th, 10:00 am – 5:00 pm

The Armour-Stiner Octagon House

Celebrate the holidays with the Victorian Christmas tour at the Armour-Stiner Octagon House in Irvington. Enjoy the elaborate festive decor and sparkling ornaments on the grand Christmas tree.

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Grand Holiday Illumination

December 10th – January 2nd, 4:30 pm – 8:00 pm

Untermyer Gardens

The Untermyer Gardens Conservancy’s Grand Holiday Illumination has been a Yonkers tradition since 2015. Thousands of spectators come to see the Walled Garden dazzle with over 100,000 lights with holiday music from all different traditions. 

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Westchester Winter Wonderland

November 26th – January 2

Westchester’s Winter Wonderland is a 1.2 mile drive-thru experience accompanied by thousands of lights! Some attractions include glittering angels of peace and a 50-foot dove, favorite elves Ned and Albert, dancing Christmas trees with glowing snowballs, candy cane lane, a 100-foot light tunnel,and Westchester’s 40-foot Christmas tree!

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Bartow-Pell Mansion Museum’s annual Holiday Family Day

December 7th, 10:00 am – 1:00 pm

Celebrate the spirit of the winter holidays at the Bartow-Pell Mansion Museum’s annual Holiday Family Day! Explore the 19th century mansion specially decorated for the holiday season, and enjoy the crafts, magic show, and photos with Santa in this historical setting. 

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Holiday Electric Lights Parade and Tree Lighting

176 Granite Springs Road, Yorktown Heights, NY

December 4, 6:30pm

March into the holiday season by participating in the Holiday Electric Lights Parade. Beginning at Front Street, join the parade through Yorktown Heights all the way to Jack DeVito Memorial Field where the parade will end with a joyous Christmas Tree lighting.

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Holiday Market

Court Street between Main Street and Martine Avenue

December 6th – December 19th, 11:00 am – 7:00 pm

Hosted by the White Plains BID, the City of White Plains, and 914PopUps, the Holiday Market will feature over 60 artisanal vendors from the Westchester County region. Browse the Holiday Market to find your perfectly unique gifts this holiday season while enjoying this 15-day shopping experience! Some vendors at the market include Flour Power Dessert Shop, BG Artforms, Laura Mady’s Boucher Jewelry, Nicole Jurain Pottery, and more!

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Food and Markets 

Irvington Farmers Market

101 Main Street

Sundays, 9:00 am – 1:30 pm

The Irvington Farmers Market offers the community fresh and local produce directly to the table from the field. They bring together visitors and locals to a vibrant gathering place with dozens of vendors including 123 Dough, Bambino Ravioli, and Silvia’s Kitchen. The market is located along the Old Croton Aqueduct trail so it is a great spot to do your shopping and then explore nature with your family, friends, pets, or on your own!

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Sports & Fitness 

Ice Skating at PlayLand Ice

PlayLand Ice, 100 Playland Parkway    

Whether you are a beginner or a pro, PlayLand Ice is open for everyone to enjoy. Join locals in ice skating at the rink for public skating sessions or take lessons and learn to skate!

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Skiing and Outdoor Skating in Westchester Parks

Westchester County is full of nature and parks to explore in the winter season. Whether you prefer cross-country skiing or outdoor ice skating on the pond, Westchester has it all. Locations can be found on the park website here.

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Culture, Art, and Music 

Lumagica at Harvest Moon

Nov 26 – Dec 30, Various times

Visit the Harvest Moon Farm for a one of a kind light up experience! The farm is partnering with LUMAGICA to create a wonderful walkthrough that will present a display of light sculptures, animal structures, festive decorations, and world class installations all illuminated with over 350,000 lights.

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The Nutcracker at Sugar Loaf

Fri Dec 3 – Sun Dec 5, Various times

Sugar Loaf Performing Arts Center presents the famous Nutcracker ballet this winter. There are five productions scheduled over three days so be sure to act quickly to secure your tickets for this show that you won’t want to miss!

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