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All Things Fall in NY – Farms, Cafés & Festivals🍁
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items Nothing compares to fall in New York…apple orchards, pumpkin patches, cozy cafés, and local festivals that make the season unforgettable. Here are my favorite Long Island and Hudson Valley traditions that bring autumn to life.
Sections
4
🍎 Pumpkin & Apple Picking – Long Island
🍂 Pumpkin & Apple Picking – Upstate / Hudson Valley
☕ Cozy Cafés & Seasonal Stops – Long Island
🎶 Fall Events & Festivals
🍎 Pumpkin & Apple Picking – Long Island
Long Island is full of family-run farms and orchards that make fall unforgettable. Whether it’s pumpkin patches, corn mazes, or fresh-baked pies, these spots capture the season perfectly.
A Long Island classic and one of the first U-pick farms in the area. You’ll find fields of pumpkins, apples ripe for picking, and even a farm stand with fresh produce. Perfect for a low-key fall outing that feels traditional and nostalgic.
Lewin Farms
The ultimate family-friendly fall destination. Between their apple orchards, corn mazes, pumpkin patches, and fresh cider donuts, there’s something for everyone. It’s one of those spots you can spend the entire day at and not run out of things to do.
Harbes Family Farm - Mattituck
Smaller and more laid-back, but full of charm. They have pumpkin fields, apple picking, and a cozy farm stand with homemade pies and baked goods. It’s a great option if you want a quieter fall experience without the huge crowds.
Windy Acre Orchard
Known for their big fall festival. Along with pumpkin picking, you’ll find hayrides, live entertainment, and even a petting zoo for kids. It’s the kind of place that makes fall feel magical, especially for families.
Heritage Farm & Garden
No fall season is complete without a stop at Briermere for their famous pies. From apple crumb to pumpkin, these pies are legendary on Long Island and worth the trip alone. Their farm stand is also stocked with seasonal produce and baked goods.
Briermere Farms
A newer fall tradition, but such a fun one. Located on a farm, this brewery creates seasonal craft beers that pair perfectly with autumn weekends. Between the live music, food trucks, and cozy outdoor seating, it’s a great adult-friendly fall stop.
Long Island Farm Brewery
Famous fall festival with pumpkin picking, hayrides, and animal encounters
White Post Farms of Melville
Charming country market with seasonal produce, pies, and fresh-baked goods.
Youngs Farm
🍂 Pumpkin & Apple Picking – Upstate / Hudson Valley
Upstate New York is where fall truly comes alive -crisp mountain air, rolling hills of color, and orchards that double as picture-perfect day trips. These spots blend leaf-peeping with seasonal traditions like apple cider, pumpkin patches, and cozy f...
Cute family owned farm that has apples, pumpkins, and the best cider donuts.
Wilkens Fruit & Fir Farm
Known for its organic orchards and farm-to-table café. Their apple cider donuts are legendary, and you can fill your day with pumpkin picking, hayrides, and a stop at the farm store for local honey and seasonal produce.
Fishkill Farms
One of the most family-friendly orchards in the region. Drive right into the orchard, pick apples straight from the trees, then relax with apple cider and live entertainment during fall weekends. It’s a classic day trip for families and friend groups...
Masker Orchards
Not an orchard but a fall must-see. The hiking trails around Mohonk are some of the best for leaf-peeping in New York. After a hike, stop by nearby farm stands or orchards to bring home fresh apples and cider.
Hiking Trail Day Pass
☕ Cozy Cafés & Seasonal Stops – Long Island
From whimsical coffee houses to small-town bakeries, these cozy stops are perfect after a farm visit or foliage walk. Each one serves up seasonal drinks and fall-inspired treats.
A charming small-town café with cozy seating and seasonal drinks. It’s the kind of spot that feels like stepping into a Hallmark fall movie after a walk by the harbor.
Sweetie Pies on Main- Cold Spring Harbor
A chic dessert and espresso spot that feels upscale but cozy. It’s perfect for grabbing a latte and something sweet after exploring Cold Spring Harbor’s boutiques.
Raffaele- Cold Spring Harbor
Famous for its decadent cakes, pastries, and seasonal baked goods. Their fall selection — think apple turnovers, pumpkin cheesecake, and warm cookies — makes it a must-stop bakery in Huntington village.
Buttercooky Bakery & Cafe-Huntington
Eclectic, whimsical, and full of character. With its year-round Halloween vibe, unique décor, and over-the-top coffee creations, it’s the ultimate fall café experience.
Witches Brew Coffee House
A trendy café that nails the seasonal drink menu. Their pumpkin spice latte, caramel apple latte, and rotating fall specials make it one of the best modern coffee stops on Long Island.
New York Beanery- Merrick
🎶 Fall Events & Festivals
Nothing says fall like a local festival. From pumpkin trails and harvest weekends to Long Island’s iconic Oyster Festival, these events bring the community together in the best way.
One of the biggest fall events on Long Island, with rides, food vendors, live entertainment, and a festive community atmosphere.
Heckscher Park
A fall tradition for seafood lovers, but also a full-on community celebration with live music, crafts, and family activities.
The Oyster Fest
A breathtaking event featuring over 7,000 hand-carved, glowing pumpkins displayed in intricate designs. It’s one of the most iconic fall events in New York and worth the trip.
The Great Jack O’Lantern Blaze
A full-day festival celebrating everything apple — from cider and pies to local vendors and live music. It’s one of the largest apple festivals in the Northeast.
Warwick Applefest
Throughout the fall, Long Island vineyards host tastings, live music, and harvest celebrations. It’s a more laid-back way to enjoy the season while sipping local wines.
Long Island Wine Country