Your Perfect Group Weekend in the Hamptons: October 11-13, 2024
The crisp October air brings with it the best of the Hamptons—a weekend filled with events, delicious cuisine, and relaxation. Whether you're here for the Hamptons International Film Festival or looking to explore charming local spots, this itinerary has everything for a fun-filled group escape.
Friday Evening: Wine and Music at W?lffer Estate
Start your weekend by immersing yourself in the beauty of W?lffer Estate Vineyard in Sagaponack. The warmth of the tasting room contrasts beautifully with the cool fall breeze outside. As part of Candlelight Fridays, you'll enjoy local live music, perfect for setting the tone for the weekend. Share a bottle of their famed Summer in a Bottle rosé or their estate-grown Chardonnay, accompanied by a rich cheese board and artisanal charcuterie.
The soft glow of candlelight combined with the estate’s rustic elegance makes it a great spot for unwinding with friends as the music gently fills the space (Out East).
Saturday Morning: Brunch at Topping Rose House
For Saturday morning, gather the group and head to Topping Rose House in Bridgehampton for a delightful farm-to-table brunch. Set inside a beautifully restored 19th-century mansion, this spot offers an idyllic mix of luxury and countryside charm. Indulge in their renowned fluffy buttermilk pancakes topped with fresh berries, or savor a rich lobster Benedict while sitting on the outdoor terrace, surrounded by vibrant fall foliage.
Don't miss the house-made pastries, from flaky croissants to seasonal scones, perfect with a cappuccino or mimosa (Hamptons.com) (SeenByAmy).
Saturday Afternoon: Hamptons International Film Festival
Spend your afternoon exploring the Hamptons International Film Festival, which showcases the best in independent cinema. Whether you're attending screenings in East Hampton, Sag Harbor, or Southampton, the festival offers something for every cinephile—from documentaries to feature films, along with Q&A sessions with directors and actors. Notable theaters like Guild Hall and Sag Harbor Cinema are screening the latest in world cinema, and you won’t want to miss the festival buzz (Hamptons.com) (SeenByAmy).
Saturday Evening: Dinner at Tutto Il Giorno
After a day at the movies, treat yourself to an elegant dinner at Tutto Il Giorno in Southampton. With its cozy yet refined atmosphere, the restaurant serves up soulful Italian cuisine with an emphasis on fresh, local ingredients. Start with their signature burrata—creamy and decadent, served with grilled bread and seasonal tomatoes. For the main course, the rich tagliatelle Bolognese or a perfectly grilled branzino will leave you more than satisfied.
The stylish interiors, designed by Gabby Karan, provide a chic yet warm setting for a relaxed group dinner (SeenByAmy).
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Sunday Morning: Blessing of the Animals in Bridgehampton
For a unique and heartwarming experience, visit St. Ann’s Church in Bridgehampton for the Blessing of the Animals. This community event brings together locals and their pets to receive blessings in a beautiful outdoor setting. Whether you’re a pet owner or just a lover of animals, it’s a charming way to start your Sunday morning and experience a beloved local tradition (27 East).
Sunday Late Morning: Yoga and Wellness
After the morning’s event, unwind with a private yoga session at Mandala Yoga Center for Healing Arts in Amagansett. The serene studio, set in a quiet part of the village, is perfect for group wellness activities. The session blends Vinyasa flow and restorative yoga to balance both body and mind, leaving you refreshed for the final hours of your Hamptons weekend.
If yoga isn't your speed, head to Naturopathica East Hampton for a relaxing spa session. Their herbal aromatherapy massage, featuring lavender and chamomile, is ideal for easing tension after a busy weekend (SeenByAmy).
Sunday Afternoon: Farewell Lunch at Pierre's
Before you head home, enjoy a leisurely farewell lunch at Pierre's in Bridgehampton. With its chic, Parisian-inspired ambiance, this restaurant is known for its refined yet comforting dishes. Try the roasted chicken with wild mushrooms or the bouillabaisse brimming with fresh local seafood. The outdoor patio is the perfect spot to soak up the last bit of autumn sun as you reflect on a perfect Hamptons getaway (SeenByAmy).
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Whether you're indulging in local cuisine, watching films, or spending time outdoors, this itinerary is designed for groups looking to experience the best of the Hamptons during a fall weekend.