There is something about Montauk in October that feels different in the best way. The summer crowds are gone and the whole town settles into a slower rhythm. It is one of our favorite times to be there

Montauk Fall Festival will be happening throughout the weekend, bringing live music, local vendors, seasonal food, pumpkin beer, and all the classic East End fall energy into town.

If you are looking for a slower afternoon, grab a drink at Montauk Brewing Company and wander through town for a bit. Before sunset, make your way to Montauk Point Lighthouse. The views are incredible this time of year, especially with the cooler weather and changing light over the ocean.

Guests staying at Montauk Yacht Club can arrange a variety of activities directly through the hotel concierge throughout the weekend.

Spend the morning paddle boarding or out on the water with an X Shore boat tour. Book a spa treatment, fit in a tennis match, or sneak away for yoga before the wedding festivities begin.

Golf and fishing excursions are also available nearby for anyone looking to fully lean into the Montauk weekend experience.