Town of Southold Town Hotels

"Great stay & great staff!"

"Beautiful place to stay on a special getaway"

"Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend."

"Convenience is everything here. Walking distance to town and great lounge areas in the hotel."

"The property was gorgeous…brand new. Great location to the center of town including the carousel, Aldo’s coffee shop, and great bars/restaurants. The staff went above and beyond beyond! The bar was great…excellent cocktails, prestigious service, and FUN games to play too. A must stay for anyone going to Greenport! "

"Spacious, well appointed rooms. Great location. The complimentary breakfast was cozy (nothing fancy but gets the job done). We stayed for three nights with a small dog in tow. The only surprise was that parking was not free ($29 per night) but there was plenty of free street parking available nearby."

"This is my third time at the Cliffside, and as always it was a lovely space that was great value for money. The only reason I didn’t give it five stars was that the heat was wildly inconsistent: in the small bedroom it was very hot, and the kitchen/living room, cool, and in the master bedroom, frigid. Otherwise, great. "

"Great location! Very clean! "

"Tara was wonderful and helpful at check-in, the cleaning staff was so nice and thorough, and the food at Nookies and the Boathouse were both amazing!! "