Snow Days & Shorelines: What to Do in Long Island in Winter

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Written by Joaquimma Anna

September 19, 2025

As winter casts its shimmering veil over Long Island, the landscape transforms into a magical wonderland, rich with sparkling snow and frosted shores. While most envision summer’s sun-kissed beaches, a winter visit reveals a different facet of this beautiful destination. Embrace the chill, throw on your warmest coat, and discover the enchanting allure of Long Island’s winter offerings.

Outdoor Adventures Await

Long Island may be known for its beaches, but come winter, it offers a myriad of outdoor activities that allow visitors to bask in the crisp air. One such exhilarating adventure is snowshoeing through the breathtaking trails of Caumsett State Park. Nestled on the northern shore, this park boasts scenic views of the Long Island Sound, where the frosty air mingles with the fresh scent of pine trees. You can get lost in the tranquility that this expanse provides, and perhaps, catch glimpses of winter wildlife.

If snow has dusted the ground, grab a sled and head to the local hills. One of the most beloved spots is Old Westbury Gardens, where the manicured grounds turn into a winter playground. Children and adults alike can enjoy the nostalgic thrill of racing downhill, laughter ringing through the frosty air. But sledding can only take you so far—don’t forget to pause and admire the architectural elegance of the estate, adorned with a dazzling winter backdrop.

For those who seek a more serene outing, ice skating on one of Long Island’s picturesque rinks offers a perfect blend of recreation and relaxation. The Mitchell Park Ice Rink in Greenport presents a charming frozen harbor, where skaters can glide under twinkling lights and the watchful gaze of the celestial winter sky. Grab a cup of hot cocoa afterward to warm your spirits—it’s the small traditions that add to the magic of winter here.

Experience Long Island’s Culinary Delights

North Fork Table & Inn juxtaposes eclectic farm-to-table offerings with a rustic ambiance. Here, you can indulge in a plate of comforting cassoulet while warming up next to a crackling fire—feel the embrace of warmth around you.

Of course, winter would not be complete without some festive indulgence. Make sure to stop by a local bakery and savor some freshly baked goods. The Butter Lane Bakery in East Hampton is renowned for its captivating cupcakes and seasonal treats that will tantalize your taste buds. Grab a peppermint hot chocolate, and let its flavors inspire your holiday spirit.

Winter Festivals and Events

Long Island Winterfest celebrates art, wine, and music, providing a platform for local artists and winemakers to shine. With events spread across various towns, it’s an extraordinary opportunity to tap into the region’s creativity and discover hidden talents. Each weekend, you can explore new venues, partake in tastings, and listen to live music that echoes through the frosty evenings.

Huntington Winter Farmers Market offers a delightful chance to cultivate your culinary knowledge while sourcing fresh produce through the frosty months. Vendors will showcase everything from artisanal cheeses to handcrafted chocolates, allowing you to support local businesses while stocking up for hearty winter meals. It’s all about connection and community, even amidst the cold.

Discover the Rich History

Cold Spring Harbor Whaling Museum provides a captivating glimpse into the maritime history of Long Island. Engaging exhibits illuminate the area’s whaling legacy, and there’s nothing quite like stepping into a past that feels alive.

Old Westbury Gardens, allow you to meander through lavish rooms adorned with seasonal decorations. Guided tours peppered with warm tales unveil the grandeur of historical lives. Encountering the tranquil beauty of well-manicured gardens glistening with a light snowfall is a visual delight.

Wrap Up with Wellness

Gurney’s Montauk Resort & Spa offers therapeutic treatments designed to invigorate your senses and unwind your spirit amid the winter chill. Picture a luxurious massage or soothing facial while the wintry wind howls outside—this is self-indulgence at its finest.

Through the descent of winter’s magic, find the charm that Long Island has to offer beyond the famous sands of summer. It promises an unexpected shift in perspective, a chance to experience the familiar in a refreshing light. Snow days and shorelines present a unique canvas of opportunities—embrace them, and let the wonders of winter ignite your curiosity for this fabulous locale.

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Hi, my name is Joaquimma Anna. I am a blogger who loves to write about various topics such as travel, gaming, lifestyle. I also own a shop where I sell gaming accessories and travel essentials.

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