2 Days / 1 Night
Theme: Autumn romance, farm-fresh flavors, and cozy coastal moments
There’s something special about the Hamptons in the fall. Crisp mornings, apple orchards, farm-fresh flavors, and quiet beaches set the scene for a getaway that’s equal parts cozy and refreshing. Whether you’re planning a romantic escape or a weekend with your closest friends, spend a couple of days savoring the season’s simple pleasures, from countryside strolls to sunset picnics and intimate dinners.
Day 1: Farm Fields, Apple Picking & Sunset Views
Morning | Breakfast at Amber Waves Farm
Begin your fall getaway at Amber Waves Farm. Enjoy a farm-fresh breakfast and explore the beautiful surroundings, where open fields and seasonal harvests offer a peaceful start to the day. Check for public access and seasonal café hours before visiting.
Afternoon | Apple Picking at The Milk Pail
Head to The Milk Pail U-Pick Farm for an afternoon in the orchard. Pick fresh apples, take in the autumn scenery, and embrace one of the East End’s most beloved fall traditions.
Late Afternoon | A Gourmet Picnic by the Beach
Stop by Cavaniola’s Gourmet to put together a picnic of artisan cheeses, charcuterie, and other gourmet favorites. Then make your way to East Hampton’s Main Beach, where the quieter shoreline creates a beautiful setting for a late-afternoon picnic and sunset stroll.
Evening | A Cozy Dinner in East Hampton
End your day with an intimate dinner at The Tavern at 1770 House, known for its historic charm and inviting atmosphere. For a more casual evening, try Lion’s Nook Bar & Grill for comforting fare in a cozy setting.
Day 2: Coffee, Village Strolls & a Little Culture
Morning | A Leisurely Start at Journey
Enjoy a slow morning at Journey before heading out for coffee and a stroll through East Hampton Village. Browse local boutiques, discover charming shops, and savor the unhurried pace of fall.
Afternoon | Catch a Film at Sag Harbor Cinema
Before heading home, make your way to Sag Harbor Cinema for a movie. This historic cinema is a fitting final stop for a cozy fall getaway, especially on a chilly or rainy afternoon.