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 €204 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
€323

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
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 €243 per night from 24 Jun to 25 Jun
€243
per night
24 Jun - 25 Jun
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! (521 reviews)
"The room was clean and nice. Having 4 kids with us it was upsetting that the ac in the living room didn’t work and the shower head was not functioning properly and had very low water pressure. There’s 2 tvs but only 1 remote was provided. Other than the few things we enjoyed our stay."

Reviewed on 8 Jun 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 €308 per night from 16 Jun to 17 Jun
€308
per night
16 Jun - 17 Jun
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! (279 reviews)
"I've stayed at this location many times, and I'll keep coming back, because it's possibly the most comfortable hotel I've ever stayed at, especially in the last fifteen years of having to rely on hotels for an overnight work schedule in the Hamptons."

Reviewed on 8 Jun 2026

Opens in a new windowThe Shoals Suites and Slips
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Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is €271 per night from 15 Jun to 16 Jun
€271
per night
15 Jun - 16 Jun
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! (1,000 reviews)
"The location and the amenities provided by the hotel was first classed"

Reviewed on 27 May 2026

Opens in a new windowWater's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
The price is €101 per night from 2 Jul to 3 Jul
€101
per night
2 Jul - 3 Jul
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.
8/10 Very Good! (1,001 reviews)
"Like most of the hotels in Ct. Old, but this clean and well maintained. I recommend it if you travel to This Ct shore area"

Reviewed on 6 Jun 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is €260 per night from 23 Jun to 24 Jun
€260
per night
23 Jun - 24 Jun
Our customers tell us that they can't get enough of the helpful staff at The Atlantic Hotel. During your stay, you'll be within walking distance of Shinnecock Hills Golf Course. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.
7.2/10 Good! (1,008 reviews)
"Everything was great, except that the pool was not ready.And the continental breakfast could have been much better"

Reviewed on 9 Jun 2026

Opens in a new windowThe Atlantic Hotel
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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.