Find the best Town of Southold Town Hotels

"Loved the vineyards that a were a couple of miles away "

"The property was clean beautiful and pleasant. Loved the trendy decor."

"great place to stay, clean and quiet....loved it"

"My husband and I escaped to Long Island for a beautiful fall weekend and thoroughly enjoyed our stay at Vine + Sand. The hosts were very friendly and helpful with restaurant reservations and offered great tips for local activities. The accommodations were eco-friendly, modern and super comfortable and the breakfast in the morning offered delicious pastries and other homemade foods from local bakeries and markets which were a great touch. The location was private yet close enough to get to town...

"Two mid age couples just had a good and relaxing time with great hospitality. "

"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"

"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "

"Our 3rd stay - we love the beauty of the property and the luxurious serenity of this boutique hotel. Great views of the water; fantastic large pool and lounging areas."

"Beautiful farm with chickens and Alpacas! The breakfast is outstanding!"

"Sehr nett ausgestattetes Hotel, sehr dicht am wunderbaren Strand."

"This was the perfect, in town place to stay for the two of us. Located on a quiet street of well-maintained homes, and with parking right outside, it was a short 1-1/2 block walk to all the shops, restaurants, ferry, docks, etc. The apt is small, but clean and tidy, sun-filled and air-conditioned. We loved staying here and will again in the future."

"John communicated well with clear directions. His book of local suggestions were helpful and we loved the location - walking/biking distance to all the action! Loved Greenport!"

"This is a lovely inn with even lovelier hosts! Absolutely exceeded my expectations."

"Fantastic couple runs this B&B. Very nice, helpful and accommodating!!!!!!! Beautiful House, Great Breakfast, Nice Area & Wonderful Hosts!"