Fall Fun on Long Island

Fall on Long Island is a celebration of abundance — of land, harvest, and natural beauty. It’s a season rooted in the island’s rich farming history, when orchards, fields, and vineyards come alive with apples, pumpkins, and the last bounty of the growing season.

Here are a few of our favorite Fall activities nearby:

Local fall festivals and harvest celebrations
Packing a picnic and apple picking at scenic nearby orchards
Pumpkin picking, corn mazes, hay rides and family-friendly farm fun
Farm stands filled with seasonal produce and flowers
Fresh cider donuts, apple cider, and fall treats

Our team can put together custom fall itineraries:

The best apple orchards and pumpkin patches
Charming farm stands and bakeries
Fall festivals and village events
Wine Tours to the North Fork

Simply let us know what you’re in the mood for, and we’ll guide you on where to go and what to do — making your fall stay effortless and memorable.

Outdoor patio scene with two wooden chairs with colorful zigzag patterned cushions, a fire pit with flames, pumpkins, tall white planter with plants, and various flowers, surrounded by green hedge and brick pathway.

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.

A backyard garden with a brick patio, white wicker furniture with blue cushions, a table with chairs under a striped umbrella, surrounded by green trees and colorful flowers.

Wooden outdoor shower with blue towels hanging, set in a lush green garden with stepping stones leading to it.

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

A lush green backyard with two lounge chairs with striped cushions and pillows, a small side table between them, a white garden arch, hedge bushes, tall trees, a striped umbrella, and outdoor games including croquet and bocce balls.

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.