Westchester Is a Winter Wonderland

Glistening snow-covered lanes, dreams by the fire and plenty of plans to be made — experience all the landmarks of a winter wonderland fit for a song, just 30 miles from Manhattan in Westchester County, New York. Hop in the car for a drive or take Metro-North or Amtrak.

Here are a few highlights of the 2025-2026 winter season to inspire your trip.

Outdoor Activities and History

Explore Westchester’s collection of thematic trails. Walk the American Revolutionary Trail to retrace key moments from America’s founding and follow the African American Heritage Trail to honor powerful stories of perseverance and victory. You can also (responsibly) sip your way through the Westchester Craft Beverage Trail, a self-guided tasting tour of standout breweries, cideries and distilleries across the County.

For more fun in the fresh air, lace up your skates and soak up the beautiful winter landscapes at Westchester’s parks. When lakes and ponds freeze over, ice skating is allowed at Blue Mountain Reservation (Peekskill), Mountain Lakes Park (North Salem), Tibbetts Brook Park (Yonkers), Twin Lakes Park (New Rochelle), Wampus Pond (Armonk) and Wilsons Woods (Mount Vernon).

Cross-country skiers and snowshoers can enjoy Croton-on-Hudson’s Croton Point Park, featuring 508 acres along the Hudson River, and the serene 208-acre Kitchawan Preserve in Ossining. For hikers, Teatown Lake Reservation in Ossining is open from dawn until dusk and offers special programming like “Snow Stories” and the “Full Moon Hike” series.

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Indoor Family Fun

On days when the indoors beckon, there’s something to keep everyone in the family entertained.

Walk-ins are welcome at The Pottery Factory in Mount Kisco, where you can tap into your creative side with pottery, candle making and more. For date night, join one of the instructor-led paint and sip party sessions.

Imagine spring at Five Iron Golf in Port Chester. Outfitted with state-of-the-art simulators, visitors can tee up at champion-level courses or challenge each other to a game.

Families with kids can spend hours at LEGOLAND Discovery Center Westchester in Yonkers. It’s the ultimate indoor LEGO® playground with endless building adventures and interactive experiences. In Rye, the Westchester Children’s Museum is another place where little imaginations can soar, providing hands-on spaces for kids to design, create and discover together.

Cozy Stays

Overnighting? Consider the scenic Abbey Inn & Spa in Peekskill. Overlooking the Hudson River in a restored convent and chapel, here you can enhance your stay with dinner at the farm-to-table Apropos Restaurant or a spa treatment.

Tucked along a peaceful, tree-lined road, the Kittle House Inn in Chappaqua, formerly known as Crabtree’s Kittle House Restaurant & Inn, plans to reopen guestrooms in early 2026. This luxurious escape combines the elegance of Old New York with historic charm and also includes a fine-dining restaurant.

The Bedford Post Inn is a quaint historic property, filled with charm. Dating back to the 1860s, it is home to an eight-room luxury inn, yoga studio and two distinct restaurants. Its heated bathroom floors and freestanding soaking tubs are exactly what you need on a cold winter day.

From indoor escapes to outdoor adventures, there’s plenty to keep you entertained in Westchester — and plenty of dining options to satisfy your cravings, wherever you go.

Start planning your Westchester getaway.

Featured image: Philipsburg Manor is a Historic Hudson Valley property on the African American Heritage Trail.