The Roundtree, Amagansett

Minimalist interiors meet farmhouse chic in The Roundtree’s tasteful accommodations. Expect Frette linens, rainfall showers, and curated local touches. The 125-year-old main house and 250-year-old cottage boast carefully preserved architectural details for an authentic Amagansett experience. Guests seeking privacy can book cottages with up to 3 bedrooms, the main house, or the modern beach house.

Start the day with a locally sourced, complimentary continental breakfast served in the garden. For lunch and dinner, venture into Amagansett’s nearby village for coastal fare at Il Buco al Mare or Lobster Roll Restaurant. For a snack, the hotel provides tea service with sweet treats in the afternoon.

Unwind beneath the stars with nightly bonfires on the back lawn—complete with complimentary s’mores and popcorn. Or have them delivered to your door for some in-room indulgence. Plush outdoor seating and tranquil garden views invite lingering.

Spend the day beachcombing, biking to farm stands, or exploring East Hampton’s art galleries. On-property lawn games and nearby trails offer laid-back adventure, while Montauk’s surf and vineyards are just a short drive away. And, for golfers, a partnership with Montauk Downs State Park Golf Course gives guests access to priority reservations.