The Best Apple Picking & Pumpkin Patches in the Hamptons and North Fork

Summer may put the East End on the map, but fall out east has a magic all its own. As the crowds thin and the leaves begin to turn, the Hamptons and North Fork settle into a slower rhythm filled with crisp afternoons, charming farm stands, apple orchards, pumpkin patches, and plenty of cider donuts along the way, making it the perfect place for a quintessential fall getaway.

From classic Hamptons pumpkin patches to sprawling North Fork orchards, here are a few of our favorite places to embrace the fall season on the East End.

The Hamptons

Fairview Farm at Mecox | Bridgehampton

Set against the scenic landscape of Mecox, Fairview Farm is a quintessential Hamptons fall stop. Pick your own pumpkins, gourds, and squash before taking on the farm's eight-acre corn maze, which winds through approximately two miles of trails. There's also a corn cannon and concession stand serving seasonal favorites, making it an easy destination for a fall afternoon.

Know Before You Go: The 2026 corn maze and pumpkin-picking season runs weekends through November 8, with additional openings on select holidays. Farm hours are generally 10 AM-6 PM. The corn maze is wheelchair and stroller accessible. Check the farm's website for current hours and conditions before visiting.

Hank's Pumpkintown | Water Mill

For the full fall experience, it's hard to beat Hank's Pumpkintown. The longtime local favorite offers pumpkin picking, apple picking, corn mazes, wagon rides, games, and plenty of activities for kids. Before leaving, stop by the market for cider donuts, caramel apples, roasted corn, pies, and other fall treats.

Know Before You Go: For 2026, pumpkin picking and the Maze Park are open seven days a week through November 1. Apple picking is available on weekends and school holidays. Hours and activities vary, so check the farm's website before visiting.

The Milk Pail U-Pick Farm | Water Mill

For a more traditional orchard experience, head to The Milk Pail. The family-run farm offers pick-your-own apples alongside pumpkins, gourds, squash, and sunflowers, with different apple varieties ripening throughout the season. Afterward, stop by the nearby Milk Pail Farm Market for fresh cider, baked goods, local produce, and plenty of treats to bring home.

Know Before You Go: The U-Pick Farm is open on weekends through the end of October, weather permitting. Reservations are not required, but availability changes throughout the season, so check what's currently available before heading out.

The North Fork

Harbes Orchard | Riverhead

If apple picking is the main event, Harbes Orchard is the ideal destination. The 78-acre orchard grows 27 varieties of apples and pairs picking with pumpkin patches, a corn maze, live music on weekends, seasonal food, Harbes wines, and hard cider. With so much to do in one place, it's a perfect place to spend an entire fall afternoon.

Know Before You Go: Apple varieties and picking availability change throughout the season. Weekends tend to offer the most activities and entertainment, so check the farm's harvest schedule and current hours before visiting.

Harbes Farms | Jamesport

Honeycrisp fans should head straight to Harbes Farms in Jamesport, where acres of the popular variety are available for picking. Hayrides, a corn maze, live music, seasonal treats, and Harbes wines round out the experience, making it another festive North Fork stop.

Know Before You Go: The Jamesport farm is open weekends through November 1 for the 2026 season. Apple availability can change as the season progresses, so check current picking conditions before making the trip.

Woodside Orchards | Jamesport & Aquebogue

For something a little more laid-back, Woodside Orchards offers a classic North Fork apple-picking experience across its Jamesport and Aquebogue locations. Pick apples from the orchard, then stay for fresh cider, baked goods, or a glass of the orchard's hard cider.

Know Before You Go: During the 2026 season, U-pick is offered at both locations, with Jamesport picking on weekends and Aquebogue picking on weekdays. Check the orchard's current schedule and available varieties before visiting.

Stakey's Pumpkin Farm | Aquebogue

When pumpkins are the priority, head to Stakey's. The sprawling pumpkin fields are filled with pumpkins in a range of shapes, sizes, and colors, while hayrides and a corn maze add to the classic fall experience. Visit on a weekend for additional seasonal food and activities.

Know Before You Go: Stakey's 2026 season runs September 19 through October 31. Hours and activities vary by day, with additional attractions typically available on weekends.

Make a Weekend of It

The best part of fall on the East End is everything that can be added along the way. Start the morning apple picking, stop at a farm stand for cider donuts, spend the afternoon at a North Fork vineyard, or head back to the Hamptons for dinner and a cozy evening by the fire.

With fewer crowds, crisp weather, and some of the region's best seasonal traditions, fall offers an entirely different way to experience the Hamptons and North Fork.

Planning a fall escape? Explore StayMarquis homes available this fall throughout the Hamptons and North Fork.