2 Days / 1 Night
Theme: Pumpkin picking, apple orchards, and family traditions
From pumpkin patches and apple orchards to corn mazes and fresh cider, fall in the Hamptons is filled with activities for the whole family. Spend a weekend embracing the season’s simple pleasures, exploring local farms, and making memories together. With Journey East Hampton as your home base, a family-friendly autumn escape is just a short trip away.
Day 1: Pumpkins, Corn Mazes & Fall Fun
Morning | Explore Hank’s Pumpkintown
Start your family adventure at Hank’s Pumpkintown, a favorite fall destination on the East End. Spend the morning exploring pumpkin patches, winding through corn mazes, and enjoying the farm’s seasonal activities.
Afternoon | Apple Picking & Farm-Fresh Treats
Head into Hank’s orchard to pick your own apples, or visit The Milk Pail for another classic autumn experience. Before leaving, stop by the farm market for cider, baked goods, and seasonal treats to enjoy throughout your stay.
Evening | Dinner & Ice Cream in Amagansett
After checking in at Journey, head to Amagansett Square for a casual family dinner at Doubles. End the evening with something sweet from the Van Leeuwen ice cream counter, subject to seasonal availability.
Day 2: Beach Walks & a Relaxed Morning
Morning | A Slow Family Morning
Enjoy a relaxed start to the day at Journey before heading out for one final adventure.
Late Morning | Discover the Beach in Fall
Visit Atlantic Avenue Beach in Amagansett for a refreshing coastal walk. With the summer crowds gone, there’s plenty of room to explore the shoreline, collect seashells, and enjoy the ocean air.
Afternoon | One Last Fall Treat
Before heading home, stop for coffee, hot chocolate, or a freshly baked pastry at a local café. It’s a sweet ending to a family weekend filled with autumn traditions.