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Shelter Island

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Shelter Island Flights as Low as $39

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

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United
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American Airlines

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 October, 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 16 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 $39, 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 $39 right now, why wait?

Shelter Island Flight Information
Destination airport
John F. Kennedy Intl.
Destination airport IATA code
JFK
Roundtrip price
$68

Last Minute Hotel Deals in Shelter Island

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 $91 per night from Sep 8 to Sep 9
$91
includes taxes & fees
Sep 8 - Sep 9
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! (843 reviews)
"Front desk was helpful…late chk out.."

Reviewed on Sep 4, 2024

Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is $116 per night from Sep 15 to Sep 16
$116
includes taxes & fees
Sep 15 - Sep 16
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,006 reviews)
"Nice clean room for a very good price"

Reviewed on Sep 6, 2024

Quality Inn Old Saybrook - Westbrook
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
The price is $365 per night from Sep 29 to Sep 30
$365
includes taxes & fees
Sep 29 - Sep 30
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)
"We had the best time during our stay in August! This time, we traveled with our two sons and they had a great time- loved the paddle boarding amenitiies, the quiet beach area (really small note but the pebbles/shells kept my little one from continuing to play in the shallow water area- uncomfortable ..."

Reviewed on Sep 3, 2024

Montauk Yacht Club
The Harbor Front Inn
The Harbor Front Inn
3.5 out of 5
209 Front St, Greenport, NY
The price is $266 per night from Oct 1 to Oct 2
$266
includes taxes & fees
Oct 1 - Oct 2
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (395 reviews)
"Amazing place"

Reviewed on Sep 5, 2024

The Harbor Front Inn
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is $436 per night from Sep 8 to Sep 9
$436
includes taxes & fees
Sep 8 - Sep 9
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 ...
8.8/10 Excellent! (165 reviews)
"Best location in Sag. Kymani the bartender is the best."

Reviewed on Sep 3, 2024

Baron's Cove
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is $467 per night from Sep 29 to Sep 30
$467
includes taxes & fees
Sep 29 - Sep 30
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,004 reviews)
"Friendly and helpful staff. Excellent "salt water" outdoor heated pool. Great view of Marina from 3rd floor room with balcony. Fine dining available. Nice area for walking."

Reviewed on Sep 6, 2024

Saybrook Point Resort & Marina
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 $177 per night from Oct 1 to Oct 2
$177
includes taxes & fees
Oct 1 - Oct 2
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! (998 reviews)
"Excellent stay, nice view, big room, clean pool, nice staff, and above par continental breakfast"

Reviewed on Sep 4, 2024

Hyatt Place Long Island East End
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
The price is $276 per night from Oct 1 to Oct 2
$276
includes taxes & fees
Oct 1 - Oct 2
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (170 reviews)
"Only bad thing is that it's behind a gas station - not walkable from town- great refurbished and design"

Reviewed on Aug 25, 2024

The Bentley Hotel Southampton
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.