Fall in Love with Long Island: Best Autumn Activities Near Your New Home

Autumn on Long Island isn’t just a season — it’s an experience. From crisp air and golden leaves to cozy coffee spots and vibrant festivals, fall is the perfect time to explore everything this beautiful region has to offer. If you’ve just moved into a new home or are house hunting, these seasonal activities will make you fall in love with your neighborhood all over again.

1. Apple & Pumpkin Picking at Local Farms

Nothing says fall like a day spent at the orchard. Long Island boasts some of the best pick-your-own farms where you can stock up on apples, pumpkins, and even enjoy fresh cider donuts. Favorites to Visit:

• Harbes Family Farm – Mattituck (North Fork)

• Wickham’s Fruit Farm – Cutchogue

• Elwood Pumpkin Farm – Huntington

2. Explore Long Island’s Scenic Hiking Trails

Fall foliage on Long Island is stunning, and the cooler temps make it the ideal season for a hike. Top Spots for Leaf-Peeping:

• Caumsett State Historic Park Preserve – Lloyd Harbor

• Mashomack Preserve – Shelter Island

• Connetquot River State Park – Oakdale

3. Sip & Savor at Local Wineries and Breweries

Warm up with a glass of red or a seasonal craft brew. The North Fork’s wineries and local breweries are in full swing during fall, offering everything from wine tastings to Oktoberfest celebrations. Don’t Miss:

• Bedell Cellars – Cutchogue

• Pindar Vineyards – Peconic

• Jamesport Farm Brewery – Jamesport

4. Stroll Through Fall Festivals and Street Fairs

Autumn weekends on Long Island are packed with community events, from pumpkin festivals to artisan markets. These events are a great way to meet neighbors and feel connected to your new community. Upcoming Favorites:

• Long Island Fall Festival – Huntington

• Montauk Fall Festival – Montauk

• Oyster Festival – Oyster Bay

5. Cozy Up at Local Cafés and Restaurants

When the air gets crisp, nothing beats a warm latte and a seasonal treat. Explore your new neighborhood’s best coffee spots and farm-to-table restaurants. Try:

• Southdown Coffee – Huntington

• Jack Jack’s Coffee House – Babylon

• Noah’s – Greenport

Why We Love Fall on Long Island

If you’re moving into a new home or just starting your search, autumn gives you the perfect excuse to explore the neighborhoods you’re considering. From family-friendly farms to romantic wine trails, fall on Long Island is full of charm, color, and community.

📲 Want more insider tips on life near your future home? Follow us on Instagram and TikTok for neighborhood guides, new construction sneak peeks, and everything you need to know about Long Island living:

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