Last weekend, while visiting the Strasburg Railroad in Pennsylvania with our kids, I did a double take. There it was — the unmistakable green Hampton Jitney pulling up beside the train station.

As the leaves turn and the beaches quiet down, fall in the Hamptons is often when the real real estate magic happens. This season, we’ve seen extraordinary momentum — helping buyers, sellers, and renters find their place across the East End.

This fall alone, several standout properties went under contract or closed, marking one of our most dynamic quarters yet.

Every October, just as the summer crowds fade and the light turns golden, the Hamptons International Film Festival (HIFF) transforms our quiet villages into a vibrant celebration of cinema. Whether you’re a seasoned festival-goer or just looking for a special way to experience the Hamptons in the fall, here’s everything you need to know.

The Hamptons has a rhythm all its own. The light shifts, the crowds ebb and flow, and with each new season, the East End reveals a different side of itself. Over the years, we’ve found that some of our most treasured memories weren’t made in the height of summer, but in the quiet, in-between moments — a golden hour walk through empty streets, a chilly sunset at the beach with blankets in tow, the first fire crackling in the fireplace.