67 Steps Beach in Greenport, New York.

Coastal Days, Curated Just for You

At The Harbor Front Inn, every stay invites you to slow down and settle into the rhythm of Greenport’s harbor. Whether you’re sipping wine by the water, catching the sunrise from your private balcony, or strolling just steps into the heart of the village, you’ll find that the most memorable moments are often the simplest ones. With seasonal happenings and curated local experiences, we make it easy to do just enough—or absolutely nothing at all.

Two glasses of rosé wine being toasted.

Coastal Moments, Thoughtfully Curated

Happenings & Events

Throughout the year, we offer a relaxed mix of seasonal moments and curated experiences that reflect the charm and pace of Greenport. From spontaneous sunset wine pours to cozy winter offerings, our goal is to create space for connection, discovery, and the kind of simple pleasures that stay with you long after check-out. Whether you’re here to explore or unwind, there’s always something quietly special waiting just around the corner.

Two women walking in Greenport Village, New York.

At the Crossroads of Charm and Coastline

Greenport Area Guide

Greenport is a seaside village with a big heart and even bigger character. Just outside our front doors, you’ll find historic streets lined with boutiques, tasting rooms, and dockside seafood shacks—each one with a story to tell. Walk or bike your way through the village, stop for oysters and local pours, or hop the ferry to Shelter Island for an afternoon adventure.

Ask our team for custom recommendations—we’re happy to map out the perfect day.