Southold
Travel Guide
Visit Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is CA $283 per night from Oct 1 to Oct 2
CA $283
CA $359 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (342 reviews)
"This place is awesome! It is very well appointed and very comfortable beds. It's a beautiful space with lots of outdoor space and lovely views of the small marina next door. We were in town for just one night, wish we could have stayed longer. I'd go back in a heartbeat!"
Reviewed on Sep 22, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Sep 30 to Oct 1
CA $115
CA $132 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is CA $252 per night from Oct 7 to Oct 8
CA $252
CA $313 total
Oct 7 - Oct 8
includes taxes & fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
North Fork Resort
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
Cliffside Resort Condominiums
61475 Route 48 (North Road) Greenport NY
Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
9/10 Wonderful! (293 reviews)
"Property seems a little overpriced for what you get. Need some updating in areas like the pool and the use of equipment at the beach. Our stay last year was a lot more enjoyable"
Reviewed on Sep 22, 2026
Windward Shores Ocean Resort
2062 Montauk Highway Amagansett NY
Book a stay at this beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (323 reviews)
"Great location by the ocean. Friendly staff, very helpful. Unfortunately not as clean as we wished and the rooms are quite dated."
Reviewed on Sep 8, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Southold attractions
Things to do
Full Day Private Long Island Wine Tours from New York City
CA $262
per adult
