As October settles over the Hamptons, the Southampton Inn once again becomes the heart of the East End’s fall narrative—one woven through Film, Art, Leaves, and Living. This season, the Inn is more than a place to stay; it’s a lens through which the Hamptons’ autumn story unfolds, offering its guests a front-row seat to the region’s most anticipated events, flavors, and artistic expressions.

The cinematic pulse of the Hamptons beats strongest during the 33rd Annual Hamptons International Film Festival (HIFF), running from October 3–13, 2025. Recognized as one of the most prestigious film events in the United States, the festival transforms the East End into a destination for filmmakers, actors, and devoted cinephiles.

Conveniently located beside the Southampton Playhouse—one of the festival’s official venues—the Southampton Inn offers the ideal stay for festivalgoers eager to immerse themselves in the screenings, premieres, and panel discussions that define this celebrated cultural moment.

Autumn’s slower rhythm invites art lovers to linger in Southampton’s creative spaces. The Liliane Questel Recital Series recently showcased Pianofest artists Robert Carlson and Mateusz Mikołajczak, whose duet performance on September 27 featured Rachmaninoff, Brahms, Dvořák, Chopin, and Ravel—a masterclass that resonated with the town’s rich artistic legacy. Afterward, guests continued the evening at Claude’s Restaurant inside the Southampton Inn, where a fall menu complemented the artistry of the performance, occasionally accompanied by an impromptu encore.

Just a short stroll away, the Slattery Gallery continues its exhibition of Irish painter Gerard Byrne through October 13, extending the region’s artistic dialogue into the heart of autumn.

Fall in the Hamptons is more than a season—it’s an experience painted in gold, crimson, and cider hues. The East End’s scenic trails, apple orchards, and farm stands capture the sensory essence of the season. SouthamptonFest 2025, taking place on October 4, transforms the South Lawn into a celebration of all things autumn. Guests can enjoy pumpkin carving, decorating, fire pits, and s’mores under the crisp October sky, all while sipping fresh-pressed cider that embodies the simple pleasures of fall.

At the center of Hamptons fall living stands the Southampton Inn, a beloved landmark that balances comfort, community, and culture. Guests return each year for its inviting atmosphere—whether enjoying breakfast at Claude’s, gathering for an art-inspired dinner, or attending the East End’s philanthropic galas and harvest dinners that extend through the holiday season.

With 90 charming rooms arranged in a Tudor-style village design, the Inn offers both intimacy and accessibility, surrounded by manicured lawns just steps from Southampton’s boutiques, museums, and beaches. Its spaces—including The Library, The Ballroom, the newly renovated Flying Point Room, and lush gardens—serve as favorite backdrops for gatherings, weddings, and special events.

This season, the Southampton Inn isn’t merely a stay—it’s the setting for the East End’s most refined expressions of film, art, and fall leisure. Whether savoring a fireside brunch at Claude’s or catching the next acclaimed premiere at HIFF, guests find themselves at the crossroads of tradition and timeless Hamptons charm.