Cheap flights from Southold

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Cheap round-trip flights from Southold

The lowest prices found within the past 7 days from Southold to were for one-way flights and €120 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southold Flight Information
Origin airport IATA code
JFK
Return price
€120

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Featured Hotels near Southold

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is €180 per night from 1 Jan to 2 Jan
€180
per night
1 Jan - 2 Jan
Our customers tell us that they can't get enough of the helpful staff at The Shoals Suites and Slips. During your stay, you're just a quick walk from The Old Field Vineyards. Enjoy features like a bar, a coffee shop/cafe and a business centre.
9.4/10 Exceptional! (232 reviews)
Overall excellent experience during the off-season at this new seaside hotel…Large rooms with separate kitchen/living room areas, modern and elegant, friendly check-in service, and expansive lobby area with lots of seating and spectacular water views.

Reviewed on 23 Dec 2025

Opens in a new windowThe Shoals Suites and Slips
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is €123 per night from 22 Jan to 23 Jan
€123
per night
22 Jan - 23 Jan
Our customers tell us that they can't get enough of the helpful staff at The Bentley Hotel Southampton. During your stay, you'll be close to Sebonack Golf Course. Free self-parking, laundry facilities and a seasonal outdoor pool are available. This property offers pet-friendly amenities, such as an off-lead area.
9.4/10 Exceptional! (404 reviews)
Room was beautiful and spacious. Staff was courteous and on point.

Reviewed on 22 Dec 2025

Opens in a new windowThe Bentley Hotel Southampton
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is €238 per night from 4 Jan to 5 Jan
€238
per night
4 Jan - 5 Jan
Water's Edge Resort & Spa's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of Westbrook Town Beach. Features include free WiFi in public areas and free valet parking, plus 3 restaurants.
8.8/10 Excellent! (1,007 reviews)
Wonderful hotel with very courteous staff, Water's Edge is top notch in every way

Reviewed on 26 Dec 2025

Opens in a new windowWater's Edge Resort & Spa
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Bayview Resort

Bayview Resort

2.5 out of 5
53 West Tiana Road Hampton Bays NY
Our customers tell us that they can't get enough of the helpful staff at Bayview Resort. During your stay, you'll be within walking distance of Regal UA Hampton Bays. You'll find features such as free WiFi in public areas and free self-parking, plus a marina.
8.6/10 Excellent! (455 reviews)
Just right.

Reviewed on 19 Nov 2025

Opens in a new windowBayview Resort
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3 out of 5
2038 Old Country Rd Riverhead NY
The price is €111 per night from 4 Jan to 5 Jan
€111
per night
4 Jan - 5 Jan
Our customers tell us that they can't get enough of the helpful staff at Hilton Garden Inn Riverhead. During your stay, you'll be within walking distance of Tanger Outlet Center. Free WiFi in public areas, free self-parking and an indoor pool are available.
8.4/10 Very Good! (1,002 reviews)
Everything was excellent.

Reviewed on 9 Dec 2025

Opens in a new windowHilton Garden Inn Riverhead
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Our customers tell us that they can't get enough of the comfortable beds at Pier Blue Inn Old Saybrook - Essex. During your stay, you'll be within walking distance of Chalker Beach. Free WiFi in public areas and free self-parking are available. This property offers pet-friendly amenities, such as an off-lead area.
7.8/10 Good! (1,001 reviews)
This hotel is clean and safe. Parking was easy. Rooms are spacious. Staff was friendly. It's not overly fancy but was perfect for a reasonable price.

Reviewed on 23 Dec 2025

Opens in a new windowPier Blue Inn Old Saybrook - Essex
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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.