Southold, NY
Travel Guide
Visit Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
$345 nightly
The price is $391 total per night from Sep 9 to Sep 10
$391 total
Sep 9 - Sep 10
Total with taxes and 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 ...
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
$83 nightly
The price is $95 total per night from Aug 27 to Aug 28
$95 total
Aug 27 - Aug 28
Total with taxes and 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. ...
8/10 Very Good! (1,001 reviews)
"Spider in my bed . Key didn’t work couldn’t get my things and refrigerator was full of my food"
Reviewed on Aug 25, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
$322 nightly
The price is $368 total per night from Sep 15 to Sep 16
$368 total
Sep 15 - Sep 16
Total with taxes and fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (704 reviews)
"I was dissappointed to find out I had to pay for parking each night $25 was not told that would happen . charged me after the fact"
Reviewed on Aug 25, 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.
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' ...
9.6/10 Exceptional! (50 reviews)
"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."
Reviewed on Aug 20, 2026
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! (288 reviews)
"Perfect"
Reviewed on Aug 24, 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! (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
Reviewed on Aug 11, 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
$189
per adult
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- Visit Montauk
- Visit Sagaponack
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- Visit Water Mill
- Visit South Jamesport
- East Hampton Main Beach
- 67 Steps Beach
- Visit Mattituck
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- Visit Laurel
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- Visit Montclair Colony
- Shinnecock Nation Cultural Center and Museum
- Visit East Marion
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- Where to stay in Southold
- Visit Cutchogue
- Visit Village of Southampton
- Cooper's Beach
- Visit Suffolk County
- Visit Shelter Island
- Visit East Hampton
- Visit Jamesport
- Visit Long Island
- Southold Vacations
- The Old Field Vineyards
- Visit Shelter Island Heights
- Visit Orient
- Visit Wainscott
- Visit Westhampton Beach
- Visit Southampton
- Sparkling Pointe
- Sannino's Bella Vita Vineyard
- Horton Point Park
- Corey Creek Winery
- Mattebella Vineyards
- Osprey's Dominion
- The Old Field Vineyards
- Splish Splash Water Park
- Cooper's Beach
- Hammonasset Beach State Park
- East Hampton Main Beach
- Wolffer Estates Vineyard
- Orient Point County Park
- Essex Steam Train
- Hither Hills State Park
- Tanger Outlet Center
- Shinnecock Hills Golf Course
- Rocky Neck State Park
- Macari Vineyards
- Clinton Crossing Premium Outlets
- Connecticut River
- Ponquogue Beach
- Pindar Vineyards
- Parrish Art Museum
- Harvey's Beach