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Southold

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Southold Flights as Low as $79

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Cheap Flights to Southold

Fall in love at first flight with your vacation to Southold by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Southold on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Southold, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Southold

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southold with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the LGA airport.

What is the cheapest month to fly to Southold?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Southold are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southold?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Southold.

What airport is best to fly into Southold?

When you’re planning your trip to Southold, convenience is the name of the game. Luckily, Southold East Hampton Airport is nearby so you can deplane and get going on checking off everything on your Southold must-do list.

How much are flights to Southold?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southold on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $79, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Southold?

The trick to saving a stack of cash on your flight to Southold? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $79 right now, why wait?

Southold Flight Information
Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Roundtrip price
$79

Last Minute Hotel Deals in Southold

The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 out of 5
61600 Main Rd, Southold, NY
The price is $240 per night from May 8 to May 9
$240
includes taxes & fees
May 8 - May 9
Stay at this 3.5-star hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (159 reviews)
"It was beautiful hotel! The staff was friendly. The beds were comfortable!"

Reviewed on May 7, 2025

The Shoals Suites and Slips
Residence Inn by Marriott New York Long Island East End
Residence Inn by Marriott New York Long Island East End
3 out of 5
2012 Old Country Road, Riverhead, NY
The price is $163 per night from May 12 to May 13
$163
includes taxes & fees
May 12 - May 13
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (947 reviews)
"Front desk was fast and efficient."

Reviewed on Apr 26, 2025

Residence Inn by Marriott New York Long Island East End
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is $246 per night from May 8 to May 9
$246
includes taxes & fees
May 8 - May 9
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,000 reviews)
"I love this place. Next time I wish I could have a better view. I went there before the new rooms were added. Every time I went there, I stayed in the main building right upstairs from the check-in facing the water with my husband and I absolutely loved it. I was actually married there in the old ..."

Reviewed on May 1, 2025

Water's Edge Resort & Spa
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
The price is $182 per night from May 8 to May 9
$182
includes taxes & fees
May 8 - May 9
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
"I will definitely be back"

Reviewed on May 6, 2025

Hyatt Place Long Island East End
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is $300 per night from May 11 to May 12
$300
includes taxes & fees
May 11 - May 12
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (237 reviews)
"Property is conveniently located to town of south harbor. Great bar and restaurant with music on weekends. Perfect spot to stay"

Reviewed on May 3, 2025

Baron's Cove
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 $100 per night from May 19 to May 20
$100
includes taxes & fees
May 19 - May 20
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (955 reviews)
"Friendly staff at check in. Easy, convenient parking and modest room that is comfortable."

Reviewed on May 3, 2025

Pier Blue Inn Old Saybrook - Essex
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is $280 per night from May 8 to May 9
$280
includes taxes & fees
May 8 - May 9
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (516 reviews)
Peaceful retreat
"Peaceful retreat"

Reviewed on May 4, 2025

Sag Harbor Inn
Greenview Inn Riverhead
Greenview Inn Riverhead
2 out of 5
1433 W Main St, Riverhead, NY
The price is $146 per night from May 8 to May 9
$146
includes taxes & fees
May 8 - May 9
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Riverhead Raceway and Out East Family Fun are located ...
6.8/10 (568 reviews)
"They clearly renovated recently so the room was totally new. Very small but has everything you need. But shower, good AC. It’s still undergoing renovations but will probably be very nice once complete"

Reviewed on May 4, 2025

Greenview Inn Riverhead
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.