Pine Island Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Pine Island

Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 out of 5
1 Sleep Way, Monroe, NY
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 10 Dec to 11 Dec
S$133
includes taxes & fees
10 Dec - 11 Dec
9.4/10 Exceptional! (1,007 reviews)
"All the staff were amazing."

Reviewed on 24 Nov,2024

Sleep Inn & Suites Monroe - Woodbury
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 out of 5
60 Centre Dr, Central Valley, NY
Fully refundableReserve now, pay when you stay
The price is S$182 per night from 8 Dec to 9 Dec
S$182
includes taxes & fees
8 Dec - 9 Dec
8.8/10 Excellent! (1,004 reviews)
"All good"

Reviewed on 22 Nov,2024

Hampton Inn Harriman Woodbury
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 out of 5
41 Dunning Road, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 26 Dec to 27 Dec
S$147
includes taxes & fees
26 Dec - 27 Dec
8.4/10 Very Good! (806 reviews)
"Very friendly staff"

Reviewed on 25 Nov,2024

Tru by Hilton Middletown
See all 630 properties in Pine Island
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.

Frequently asked questions

How much does a Pine Island holiday package cost?
Starting from a low , a holiday package is your ticket to low-cost travel. Put together your Pine Island getaway by choosing from our extensive range of airfares, hotels and rental cars.
How do I get a cheap travel package to Pine Island?
Just think of all the wonderful things you could do in Pine Island with extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a Pine Island holiday package. You have loads of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotels worldwide. Whether you’re heading off with the entire family or travelling on your own, exploring Pine Island is better with a package.
How far in advance should I book my Pine Island holiday?
Travellers are usually able to compare international fares on Expedia up to a year in advance of departure. Booking at the last minute? With a bit of luck, it’s still possible to purchase a cheap ticket just weeks before your journey.
What does an Expedia Pine Island travel package include?
Flights, car rentals and hotels — we connect you to the very best deals. All you have to do is pick your preferred combination. Once you’ve made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it easy to put together an unforgettable Pine Island getaway.
What should I know before booking a Pine Island travel package?
So many places to wander around, so many things to do. With a package, you’ll be able to tick more of them off your list. Bundle your hotels, flights and rental cars and get set to save.
Can I choose my airline with a Pine Island Expedia holiday package?
Yes, you can. We have more than 550 airline partners around the world, so opt for the carrier that fits your budget and travel needs.
If I'm not able to travel, can I cancel my Pine Island holiday package?
Certainly, and we’re here to help. You may be able to cancel or amend your Pine Island holiday package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If your circumstances unexpectedly change, browse our Customer Service Portal for more information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.