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Shelter Island

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Shelter Island Flights as Low as $81

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Cheap Flights to Shelter Island

Fall in love at first flight with your vacation to Shelter Island 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 Shelter Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Shelter Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Shelter Island 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 Shelter Island?

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 Shelter Island are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Shelter Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Shelter Island.

What airport is best to fly into Shelter Island?

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

How much are flights to Shelter Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Shelter Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $81, 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 Shelter Island?

The trick to saving a stack of cash on your flight to Shelter Island? 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 $81 right now, why wait?

Shelter Island Flight Information
Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Roundtrip price
$81

Last Minute Hotel Deals in Shelter Island

Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
The price is $296 per night from May 4 to May 5
$296
includes taxes & fees
May 4 - May 5
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
8.4/10 Very Good! (999 reviews)
"The staff was kind and very hospitable. Very beautiful environment and clean place to stay."

Reviewed on Apr 29, 2025

Montauk Yacht Club
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 $102 per night from May 4 to May 5
$102
includes taxes & fees
May 4 - May 5
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! (952 reviews)
"The owner was so helpful and friendly. When our car wouldn't start due to a dead battery, he called a friend to drive over to give us a jump (since the owner's car was a hybrid and he couldn't access his battery). The grounds are beautifully landscaped with lots of blooming trees and flowers. It's ..."

Reviewed on Apr 28, 2025

Pier Blue Inn Old Saybrook - Essex
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $208 per night from May 5 to May 6
$208
includes taxes & fees
May 5 - May 6
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,165 reviews)
"Nice place, beautiful view."

Reviewed on Apr 29, 2025

Montauk Manor
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is $710 per night from May 4 to May 5
$710
includes taxes & fees
May 4 - May 5
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
8.2/10 Very Good! (627 reviews)
"The resort is well established and well known. We always came to spend time and eat at the hotel’s restaurant. This year we needed to get away from our regular routine and stress. Upon arrival we found out that the entire lobby, lounge area and the restaurant is apparently closed for renovation. ..."

Reviewed on Apr 28, 2025

Gurney's Montauk Resort & Seawater Spa
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 4 to May 5
$246
includes taxes & fees
May 4 - May 5
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! (1,001 reviews)
"Spa was fantastic, rooms are nothing extravagant but clean and well maintained. Everyone was polite, great stay"

Reviewed on Apr 29, 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 $170 per night from May 4 to May 5
$170
includes taxes & fees
May 4 - May 5
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! (1,002 reviews)
"First I want to sincerely apologize my 3 year girl got really sick on the last day. But overall experience was amazing my favorite thing about this hotel was the staff how they how they were with us how they were my daughter when she was playing with them do sincerely appreciate that made her birthday ..."

Reviewed on Apr 30, 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 $326 per night from May 29 to May 30
$326
includes taxes & fees
May 29 - May 30
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! (236 reviews)
"We loved our two nights at Sag Habor and Baron's Cove was a perfect location with just the right facilities for our needs. Off season in the Spring must surely be the best time as there were enough visitors to make it interesting, but not too full. The bar and restaurant were excellent, with inside ..."

Reviewed on May 1, 2025

Baron's Cove
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is $195 per night from May 4 to May 5
$195
includes taxes & fees
May 4 - May 5
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
9.2/10 Wonderful! (46 reviews)
"Beach front location is well kept, clean and staff was friendly. Few places to eat and shop within walking distance as well. I would def return."

Reviewed on Apr 25, 2025

Montauk Blue Hotel
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.