Crunchy leaves, glowing pumpkins, and cider-sweet adventures — this board is your ultimate guide to fall on Long Island. Whether you're chasing thrills in haunted houses or picking apples with the kids, we've got the best farms, festivals, hikes, and...
Sections
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Pumpkin and Apple Picking
Fall Festivals and Events
Scenic Nature & Leaf Peeping
Spooky Fun
Cozy Fall Experiences
Pumpkin and Apple Picking
Fall’s sweetest tradition starts in the fields — grab a basket, hop on a hayride, and pick your way through crisp apples and perfect pumpkins. These farms are where autumn memories are made.
Where apple cider flows and pumpkin dreams grow — fall starts here.
Harbes Family Farm
Pick your own adventure — apples, pumpkins, and memories in every row.
Lewin Farms
18 pumpkin varieties, one perfect patch — find your fall favorite.
Stakey's Pumpkin Farm
Hayrides, corn mazes, and farmyard fun — fall feels like childhood again.
Fink's Country Farm
Fall Festivals and Events
From oyster feasts to Oktoberfest beats, Long Island’s fall festivals bring the season to life. Think carnival rides, cozy bites, and small-town charm — all wrapped in a sweater-weather vibe.
Carnival lights, cozy bites — Huntington’s fall fest is a seasonal sensation.
LONG ISLAND FALL FESTIVAL 2025
Shell-ebrate fall with fresh oysters and waterfront vibes.
The Oyster Fest – The region's largest waterfront festival…the OysterFest ...
Crafts, contests, and country charm — Riverhead’s fair is small-town magic.
Riverhead Country Fair
Oktoberfest by the ocean — Montauk’s fall flavor is unmatched.
Event: Montauk Chamber of Commerce & Visit Montauk's 44th Annual Fall Fest
Pumpkins, pies, and playful surprises — Hicks is fall’s happy place.
Hicks Nurseries, Inc.
Scenic Nature & Leaf Peeping
When the leaves turn gold and the air gets crisp, Long Island’s parks and preserves become nature’s masterpiece. These spots are perfect for peaceful strolls, photo ops, and fall reflection.
Golden trails and historic tales — Caumsett is autumn’s quiet escape.
Caumsett State Historic Park Preserve
Where trees turn to fire and peace finds you — fall at its finest.
Bayard Cutting Arboretum
Wildlife, woodlands, and wonder — nature’s fall show starts here.
Quogue Wildlife Refuge
Spooky Fun
Whether you’re chasing chills or charming thrills, Long Island’s spooky season delivers. Haunted houses, glowing jack-o’-lanterns, and scarecrow strolls make October delightfully eerie.
5,000 glowing pumpkins light the way to Halloween enchantment.
RISE of the Jack O'Lanterns
Enter if you dare — Long Island’s most chilling haunt awaits.
Gateway's Haunted Playhouse
Scarecrows with style — stroll through spooky creativity on Main Street.
2025 Port Jefferson Scarecrow Walk
Cozy Fall Experiences
Sip, swirl, and savor the season — Long Island’s vineyards and kitchens offer cozy escapes for grown-up fall vibes. Wine tastings, pie baking, and fireside chats await.
Sip by the Sound — fall tastes better with a view.
Kontokosta Winery
Bubbles and foliage — toast to autumn in sparkling style.
Sparkling Pointe Vineyards & Winery
Rustic charm and rich reds — Peconic pours fall in every glass.
