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 €169 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southold Flight Information
Origin airport IATA code
EWR
Return price
€298

Sourcing the best flights from Southold on ebookers

If you’re seeking a flight from Southold, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from LGA. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from LGA

There are a few golden rules for keeping costs low when booking flights from Southold. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Southold, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from LGA. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Southold

Vine & Sand

Vine & Sand

3 out of 5
47100 New York 25 Southold NY
The price is €351 per night from 28 Apr to 29 Apr
€351
per night
28 Apr - 29 Apr
During your stay at Vine & Sand, you're just a quick walk from Mattebella Vineyards. Features include free breakfast, free WiFi in public areas and free self-parking.
9.8/10 Exceptional! (16 reviews)
Location was perfect for visiting the wineries… breakfast was to die for!

Reviewed on 22 Mar 2026

Opens in a new windowVine & Sand
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is €160 per night from 30 Apr to 1 May
€160
per night
30 Apr - 1 May
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.
9.6/10 Exceptional! (473 reviews)
The property was just as described and we couldn't have been more pleasantly surprised when we arrived after the long trek thru what seemed like nothingness between NYC and Southampton. At 1st glance we were a bit skeptical, but upon entry found the property ti be a hidden gem. We even extended our ...

Reviewed on 26 Apr 2026

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

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is €186 per night from 28 Apr to 29 Apr
€186
per night
28 Apr - 29 Apr
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! (265 reviews)
My girlfriend and I stayed in April and it was amazing stay. Rooms are outstanding, one of the best rooms we ever stayed, and location was stunning. Beautiful marina, great waterfront views from the property. It was so quiet and relaxing. We went to Greenport for dinners. 10$ Breakfast cards were ...

Reviewed on 25 Apr 2026

Opens in a new windowThe Shoals Suites and Slips
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Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
The price is €219 per night from 29 Apr to 30 Apr
€219
per night
29 Apr - 30 Apr
The free breakfast at Sag Harbor Inn gets high marks from our customers. During your stay, you're just a quick walk from The Hamptons Beaches. Enjoy features like free self-parking, plus an outdoor pool and a meeting room.
9.4/10 Exceptional! (604 reviews)
Lovely hotel. Very clean, very friendly staff, great water pressure. Breakfast was continental... Fruit, cereal, yogurt, muffins. Fresh coffee. Overall nice experience.

Reviewed on 26 Apr 2026

Opens in a new windowSag Harbor Inn
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is €235 per night from 20 May to 21 May
€235
per night
20 May - 21 May
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! (1,002 reviews)
My husband and I stayed two nights. There was a large wedding party in the facility as well. Everyone- guests and staff- was very nice, but the reception took over the whole lobby the afternoon of the wedding and we had to literally wade through hundreds of people drinking, laughing and talking just ...

Reviewed on 27 Apr 2026

Opens in a new windowWater's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is €239 per night from 7 May to 8 May
€239
per night
7 May - 8 May
Our customers tell us that they can't get enough of the helpful staff at Sound View Greenport. During your stay, you'll be close to East End Seaport Maritime Museum. Features include free breakfast and free WiFi in public areas, plus 2 bars.
8.4/10 Very Good! (640 reviews)
This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled ...

Reviewed on 21 Apr 2026

Opens in a new windowSound View Greenport
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.