An old whaling port that became the Hamptons' bohemian alternative. Walkable Main Street, the windmill on Long Wharf, the American Hotel. Writers and editors live here. Faces north onto the bay so the light is different.
Good for:Walking after dinner, the bookstore, the cinema, harborside drinks.
Skip if:You came for ocean swims (the bay beaches are calm but not surfy).
Where they are
Every hotel, inn, and campground on the map. Tap a marker for the full card and booking links.
🏛️ Boutique / historic inn
🌊 Resort / oceanfront
🏡 Cottages / B&B
✨ Modern boutique
🏕️ Camping
Hotels & inns
We do not book for you. Use this as a shortlist.
The American Hotel
$$$
Sag Harbor · Historic inn
Couple·First date·In-laws·Romantic
1846 whaling-era inn on Main Street. Eight rooms above one of the great wine cellars on the East Coast. Also a fine-dining restaurant and celebrated bar.
The former Baron's Cove, reopened summer 2026 after a full renovation under the Faraway brand. Harborfront rooms, pool, coastal-Italian restaurant Zagara, padel courts, walkable to town.