
Southold Holidays
Photo by Benny Goh
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Top Flight + Hotel Deals in Southold
Price found within the past 48 hours. Click for updated prices.

Outsite Chelsea
Manhattan
Price was €1,426, price is now €794 per person
€794
per person
27 Sept - 3 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (10 reviews)
Nice stay. Very low bed and little room to get in and out. Great location. If booking through Expedia, be careful to check for shared/private bathroom as the description is misleading.
Reviewed on 22 Aug 2025


NobleDEN Hotel
Manhattan
Price was €2,338, price is now €1,260 per person
€1,260
per person
27 Oct - 3 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
The staff were super welcoming and went above and beyond to make our stay amazing
Reviewed on 23 Aug 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Price was €1,966, price is now €1,084 per person
€1,084
per person
30 Oct - 5 Nov
found 9 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
8.6/10 Excellent! (1,083 reviews)
Nice NYC hotel and generally in very good shape except hall carpets. They are very stained & unraveling
Reviewed on 24 Aug 2025
Top hotels in Southold

The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is €384 per night from 25 Aug to 26 Aug
€384
25 Aug - 26 Aug
includes taxes & fees
9.4/10 Exceptional! (192 reviews)
"The hotel was lovely"
Reviewed on 9 Aug 2025

Greenview Inn Riverhead
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
7.2/10 Good! (702 reviews)
"Always my choice when staying in the area. Staff very friendly. Check in is quick and easy. Not to mention the newly renovated rooms."
Reviewed on 20 Aug 2025

The Atlantic Hotel
1655 County Road 39, Southampton, NY
7/10 Good! (914 reviews)
"Nice place. Recommend."
Reviewed on 18 Aug 2025
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.
Popular places to visit
Corey Creek Winery
You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
Horton Point Park
Explore the great outdoors at Horton Point Park, a lovely green space in Southold. Wander the beaches or discover the sunsets in this family-friendly area.
Mattebella Vineyards
You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
What to do in Southold

Long Island Wine and Food Day Trip with Sommelier host from NYC
€128
per adult

From Mattituck: North Fork Area Bike Tour with Food Tasting
€120
per adult
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.