Southold Holidays
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Top Flight + Hotel Deals in Southold
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn New York/West 35th Street
Manhattan
Price was €1,425, price is now €1,082 per person
€1,082
per person
9 Apr - 15 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,966 reviews)
It was an overall pleasant experience. Although, as a family of four traveling, I wouldn’t recommend as the spacing was average and the beds were small.
Reviewed on 2 Mar 2026
The William Hotel Midtown, New York
Manhattan
Save 100% on your flight
Price was €2,116, price is now €1,328 per person
€1,328
per person
9 Apr - 15 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (31 reviews)
Cool room with a comfortable bed and a full kitchen very sweet staff. It’s close to the New York Public library, MOMA, Times Square, and more.
Reviewed on 2 Mar 2026
The Ritz-Carlton New York, Central Park
Manhattan
Save 100% on your flight
Price was €4,287, price is now €2,884 per person
€2,884
per person
9 Apr - 15 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (508 reviews)
Spa experience was amazing!
Reviewed on 27 Dec 2025
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Price was €1,559, price is now €1,162 per person
€1,162
per person
6 Apr - 11 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,565 reviews)
Clean, staff was very nice , enjoyed my stay
Reviewed on 1 Mar 2026
Top hotels in Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is €164 per night from 4 Mar to 5 Mar
€164
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (243 reviews)
Clean and spacious room
Reviewed on 19 Feb 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
8/10 Very Good! (1,002 reviews)
Not fancy but very cute. Clean. Super nice staff. Cozy, delicious Indian restaurant right next door.
Reviewed on 1 Mar 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is €173 per night from 16 Mar to 17 Mar
€173
16 Mar - 17 Mar
includes taxes & fees
8.4/10 Very Good! (618 reviews)
Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!
Reviewed on 1 Mar 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.
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.
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.
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
