Southold
Travel Guide
Visit Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is CA $446 per night from Sep 1 to Sep 2
CA $446
CA $544 total
Sep 1 - Sep 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 ...
Vine & Sand
47100 New York 25 Southold NY
Book a stay at this business-friendly B&B in Southold. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mattebella Vineyards and Croteaux ...
9.8/10 Exceptional! (20 reviews)
"The hosts were very friendly and welcoming. They were always available when we had questions or needed anything. We enjoyed the fresh pastries and fresh fruit the 1st morning. They were very accommodating and had breakfast out early when we had to leave extra early for our event our 1st day."
Reviewed on Jun 24, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is CA $137 per night from Aug 10 to Aug 11
CA $137
CA $157 total
Aug 10 - Aug 11
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. ...
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.
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Southold NY
Book a stay at this beach vacation home in Southold. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Croteaux Vineyards and Mattebella Vineyards ...
10/10 Exceptional! (41 reviews)
"We had the most wonderful stay at this property and knew from the moment we walked in that it was something special. The house has real charm and soul. You can tell it was put together with care and love, not just decorated to look nice in photos. Every detail felt intentional.The outdoor space was ..."
Reviewed on Jul 30, 2026
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! (281 reviews)
"Nice decoration !!"
Reviewed on Aug 6, 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 $265
per adult
