An Art & Culture Weekend Itinerary

3 Days / 2 Nights

Theme: Artistic inspiration, cultural discoveries, and coastal beauty

Discover the creative side of the Hamptons this fall, where world-renowned artists, inspiring galleries, and scenic landscapes come together. From exploring the former home and studio of Jackson Pollock and Lee Krasner to wandering sculpture-filled gardens and enjoying quiet coastal mornings, East Hampton offers an inspiring escape for art lovers and curious travelers alike.


Day 1: Settle Into East Hampton

Afternoon | Check In & Explore East Hampton Village

Arrive at Journey East Hampton and settle into your accommodations before spending the afternoon exploring East Hampton Village. Browse independent boutiques, art galleries, and charming local shops as you get acquainted with the area’s creative character.

Evening | Dinner at Nick & Toni’s

Enjoy dinner at Nick & Toni’s, a longtime East Hampton favorite known for its welcoming atmosphere and seasonal Italian-inspired cuisine. It’s an ideal place to unwind after your first afternoon exploring.

Day 2: Art, Architecture & Gardens

Morning | Breakfast at Carissa’s Bakery

Start your day at Carissa’s Bakery with coffee, fresh pastries, and breakfast before setting out for a day of artistic discovery.

Midday | Visit the Pollock-Krasner House

Step into the world of Abstract Expressionism at the Pollock-Krasner House and Study Center. Explore the former home and studio of Jackson Pollock and Lee Krasner, where you can discover the history behind their groundbreaking work and their connection to the East End.

Afternoon | Explore LongHouse Reserve

Continue your cultural journey at LongHouse Reserve, a remarkable sculpture garden that brings together art, nature, and landscape design. In the fall, the changing foliage provides a beautiful backdrop for exploring its outdoor installations.

Evening | A Relaxed Night at Journey

Return to Journey for a peaceful evening. After a day filled with inspiration, enjoy the slower rhythm of the Hamptons in autumn.

Day 3: Coastal Inspiration

Morning | A Walk Along the Atlantic

Spend your final morning enjoying the natural beauty that has inspired generations of artists. Visit Two Mile Hollow Beach in East Hampton or Atlantic Avenue Beach in Amagansett for a quiet walk along the shoreline.

Late Morning | Coffee & One Last Stop

Before heading home, pick up a coffee and explore any remaining shops or galleries on your list. With the summer crowds behind you, fall is the perfect season to experience East Hampton at your own pace.