Winter Fun on Long Island

Winter in Bellport is a season of quiet beauty, cozy traditions, and cultural richness. Days invite slower rhythms — reading in a cozy nook, gathering for board games, or heading out for peaceful walks through nearby nature preserves and protected lands. Guests can enjoy shoreline strolls along the Great South Bay, where in years past locals famously raced flat-bottom ice boats across the frozen water — a reminder of Bellport’s deep connection to the bay and the seasons.

Winter evenings bring their own kind of magic. Warm up in our wood-burning hot tub beneath the open sky, gather around the fire pit, or enjoy a night out at the nearby Gateway Playhouse, known for Broadway-caliber productions just steps from the Inn.

The season is also filled with festive outings, from winter festivals and holiday events at Waterdrinker Farm to tours and tastings at Betterman Distillery. Bellport Inn remains open throughout the holidays and winter months, making it a warm and welcoming place for visiting family, seasonal celebrations, and restorative winter escapes.

Backyard scene with a wooden hot tub, white Adirondack chair, small metal table with wine glasses and a bottle, and a large fallen tree crossing the yard in front of a brown house with white-framed windows.

A wooden stool with a white rectangular plate of marshmallows, graham crackers, and chocolate bars, decorated with holly berries and leaves, with a fire pit in the background on a brick patio.

Outdoor wooden hot tub in a garden at night, with a bathrobe hanging on a tree branch and soft warm lighting.

A backyard patio with two empty wooden chairs, one with a colorful blanket, surrounding a small fire pit with flames. A small side table with a plant and napkins is between the chairs. In the background, there is a white table with four chairs and a

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Holiday Shopping Market at Better Man Distilling Co. Long Island .jpg

Fall on Long Island is filled with simple, joyful fun that invites you outdoors and into the heart of the season. Days are spent wandering pumpkin patches and apple orchards, getting lost in corn mazes, stopping at roadside farm stands, and indulging in warm cider donuts and fresh apple cider. The island is also home to 57 wineries, making autumn an especially beautiful time to explore the North Fork and beyond, when vineyards glow with fall color and tasting rooms feel relaxed and welcoming. Villages come alive with fall festivals and harvest celebrations, while quieter beaches and scenic roads offer space to slow down and take in the season. We’re happy to help arrange winery visits or curate a wine-tasting itinerary, making it easy to enjoy the very best of Long Island in the fall.

After a day of exploring all that Long Island has to offer in the fall, returning to Bellport Inn feels like part of the experience. Rinse off in our outdoor showers after a beach walk or simply enjoy the refreshing pleasure of showering outdoors in the crisp autumn air. For something truly indulgent, unwind in our wood-burning hot tub and soak beneath the open sky — a perfect way to relax after a day of adventure.

Evenings invite you to slow down and gather. Fire up the BBQ grill for a casual al fresco meal in the garden, then settle in around the outdoor fire pit as the night cools. With the warmth of the fire, good company, and the stars overhead, it’s an effortless way to end the day — whether you’re roasting marshmallows, sharing stories, or simply enjoying the quiet beauty of the season.