09/14/2026
September on Nantucket brings the best of both seasons. Warm, sun-filled days still feel like summer, while crisp evenings hint at fall just around the corner.
Spend the day exploring downtown, wandering the cobblestone streets, shops, and galleries, then return to Cliffside and your waterfront room as the afternoon light begins to soften. Take a walk along our private stretch of North Shore beach, linger on the historic pavilion, or take a dip in one of our three heated pools. As evening settles in, head down to the beach for sunset before returning to your beachside room with the sound of the shore just outside.
Summer may be winding down, but some of the most beautiful days at Cliffside are just beginning.