Pine Island Holidays from £1,364
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to £750 when you book a flight and hotel together*
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- Rest easyPackages with flights are ATOL protected
Your Pine Island Holiday
When a city escape is calling, answer it with a Pine Island holiday package. With all your travel needs worked out before you leave, all you need to do here is concentrate on having fun. Love to start exploring your surroundings? Warwick Valley Winery and Distillery, Demarest Hill Winery and Frederick Francks Pacem in Terris are just a few of the leading places to visit during a trip to Pine Island. Whoever you're escaping with and whatever your budget, your ultimate Pine Island holiday is just clicks away with Expedia.
Top Pine Island Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
Manhattan
£1,364
per person
23 Oct - 30 Oct
found 15 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,005 reviews)
When checking in the front desk informed me that I had $42 to spend in room order including patronage at the restaurant on site. They did not mention that the spend doesn’t include or cannot apply to gratuity. I spent $40 on the entire bill at the restaurant and the hotel only took off the portion without the gratuity. The toilet was not flushing well and toward the end of my stay the water never stopped running so I had to call the front desk at 10pm. The elevator was not working but the technician appeared to not communicate to hotel guests by just standing there. I had to carry 3 bags and took a few steps down to another elevator.
Reviewed on 11 Aug 2026
1 Hotel Brooklyn Bridge
£3,188
per person
19 Sept - 26 Sept
found 12 hours ago
Return direct flight included
London (LON) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Didn’t allow me to get late checkout . Upon arrival the valet wasn’t even outside to help with baggage , for such an expensive hotel , I’d say my expectations were completely unmet
Reviewed on 16 Aug 2026
Pine Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Mountain Creek Ski Resort, Warwick Valley Winery and Distillery and Mount Peter Ski Area |
Top hotels in Pine Island
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
£93
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (1,136 reviews)
"The room was clean and came with a microwave and fridge. The beds were very comfortable and the room was spacious. The breakfast was pretty good and the 24hr coffee, tea, and hot chocolate was nice. Great location too."
Reviewed on 17 Aug 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
£112
23 Aug - 24 Aug
includes taxes & fees
LEGOLAND Hotel NEW York
1 LEGOLAND BLVD Goshen NY
£272
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very good! (95 reviews)
"Great stay with my family of 5 ! Kids had blast! One night stand , overall great experience! Thanks Legoland New York!"
Reviewed on 16 Aug 2026
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.
Stay near popular Pine Island attractions
Pine Island Town Park
Explore the great outdoors at Pine Island Town Park, a lovely green space in Pine Island. Discover the area's mountain views and seek out the ski slopes.
Scenic Farms Golf Course
Enjoy a round of golf in Pine Island at Scenic Farms Golf Course. Discover the area's mountain views and seek out the ski slopes.
Frequently asked questions
Why should I book my Pine Island holiday with Expedia?
With excellent-value airfares, car hire and hotel options all in one place, Expedia makes booking your Pine Island break easy. What's more, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from amazing retreats, add your flights and/or a car hire (and maybe also some fun tours and activities!) and score incredible prices. Had a change of plans? Expedia has a flexible cancellation policy for many bookings. To find out more, visit our Customer Service Portal link.
When is the best time of year to holiday in Pine Island?
April, July and August are the busiest months in Pine Island, while November, December and January are generally quieter. To get an idea of the type of weather you can experience, the average daytime temperature in January, the coolest time of year in Pine Island, is -2ºC. The warmest time here is July, when temperatures hit an average of 23ºC.
What is the top hotel for my holiday in Pine Island?
Offering lots of amenities and a cosy place to stay, Holiday Inn & Suites Parsippany Fairfield, an IHG Hotel will make the ideal base for your Pine Island holiday.
How do I get a cheap holiday to Pine Island?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you money too. A Pine Island holiday makes it a cinch to arrange the perfect trip. With more than 400 airlines throughout the world to select from, finding flights that suit your schedule won't be an issue. In addition to that, we've got over 321,000 hotel options globally to pick from. Now that's what we call choice. Whatever your budget, Expedia puts the world within your reach. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Pine Island holiday?
Offering popular attractions like Mountain Creek Ski Resort and Warwick Valley Winery and Distillery, a holiday in Pine Island promises lots of exciting things to see and do. Applewood Winery and Demarest Hill Winery are two other sights also worth checking out.
Do I need a visa for my Pine Island holiday?
Visa requirements for Pine Island vary based on your nationality and reason for your visit. Be sure to check official government websites to determine if you need a visa for your holiday. They'll give you the most up-to-date information, including details about application procedures and any supporting documentation you may need. Enquire about your visa requirements well in advance to ensure a smooth travel experience. Also make sure your passport has at least six months validity from the date of your return.
What should I wear on my Pine Island holiday?
First, consider the type of activities planned during your holiday in Pine Island and choose versatile pieces that you can mix and match. For fashion inspiration or information on any dress codes, look up a few style blogs or social media accounts.
What does an Expedia Pine Island holiday include?
Hotels, hire cars and flights — we've got them all. With Expedia, you can shape your Pine Island travel package the way you like it. All you have to do is work out exactly what you need. Once you've made your booking, why not add fun things like activities and tours? The more you bundle, the greater your savings! Expedia features all types of properties, with the most sought after in Pine Island being private holiday homes and bed & breakfasts. With Expedia, you'll always have the freedom and flexibility to personalise your holiday any way you like.
Does Expedia offer Book Now, Pay Later Pine Island holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits best during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:
- Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that fit all budgets, so you can have that well-deserved holiday sooner.
- No-deposit holidays: When you come across an amazing deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.
Can I choose my airline with a Pine Island Expedia holiday?
With a holiday package, you're in control. Whether you're eager to fly to Pine Island in business or coach, simply select from the available airline options. Expedia has access to over 400 partner airlines throughout the world.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
