Pine Island Vacations

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    Save up to SAR 390 when you book a flight and hotel together*

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Find the Best Pine Island Vacation Packages

Pine Island Hotel Deals

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 SAR 357 per night from Jan 11 to Jan 12
SAR 357
SAR 440 total
11 Jan - 12 January 2026
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Wonderful hotel

Reviewed on 13 December 2025

Hampton Inn Harriman Woodbury
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is SAR 308 per night from Dec 21 to Dec 22
SAR 308
SAR 363 total
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
The breakfast was a hit, the place is clean and I would stay here again.

Reviewed on 14 December 2025

Holiday Inn Express Hotel & Suites Chester by IHG
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is SAR 367 per night from Jan 11 to Jan 12
SAR 367
SAR 434 total
11 Jan - 12 January 2026
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Clean, friendly

Reviewed on 7 December 2025

Sleep Inn & Suites Middletown - Goshen
See all 639 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.

Discover the most popular places to visit in Pine Island

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.

Pine Island Town Park

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.

Scenic Farms Golf Course

Frequently asked questions

How do I find cheap flights to Pine Island that have flexible change policies?
By using our smart "No change fee" filter, that's how. Simply type in your origin, destination and travel dates, click the "Search" button, then check the box directly underneath the "Flexible change policies" heading (to the left of your screen). Expedia makes it a snap to find cheap, flexible tickets to Pine Island.
Which airlines fly to Pine Island?
You can choose from a range of airlines that fly into or near Pine Island. A few of the most popular are:

  • United Airlines - 8,705 flights to or near Pine Island each month, including 8,705 flights to Liberty Intl. Airport (EWR) per month.
  • Spirit Airlines - 832 flights to or near Pine Island each month, including 832 flights to Liberty Intl. Airport (EWR) per month.
  • American Airlines - 658 flights to or near Pine Island each month, including 658 flights to Liberty Intl. Airport (EWR) per month.

How can I find cheap tickets to Pine Island?
For the best deal to Pine Island, book well in advance. Also take advantage of Expedia's handy "flexible dates" feature at the top of your search results. This will show you prices for nearby days. In the last seven days, was the best price for a flight to Pine Island.
How much is a flight to Pine Island?
One-way flights departing from () sold for just in the last seven days. During this period, the price of a round-trip fare to Pine Island varied between and . If you spot a bargain ticket, book fast — these prices don't hang around for long.
What are the most popular airports to fly into in Pine Island?
Depending on your airline and departure city, one of these top airports will be your gateway to Pine Island:

  • Liberty Intl. Airport (EWR) - 11,545 flights per month.
  • Stewart Intl. Airport (SWF) - 43 flights per month.

When is the cheapest time to fly to Pine Island?
If you're not fixed on your travel dates to Pine Island, leave early in the week. The cheapest day to take off is generally Tuesday, closely followed by Monday. Saturday is typically the most expensive day, with a lot of people preferring to take off on the weekend.
How much is a plane ticket to Pine Island?
In the last seven days, flights to Pine Island varied between and . Prices depend on multiple things, particularly the departure time, seating class, airline and when the fare is booked.
What months are the cheapest to book a flight to Pine Island?
The perfect month to purchase well-priced airfares to Pine Island is February. It's worth remembering that in the United States, the most expensive time to secure a seat is during the busy month of December.
How long is a flight to Pine Island?
Flight durations can vary for a lot of different reasons, including where you're jetting off from. Here's a list of average flight times for three of the busiest domestic routes to Pine Island:

  • Orlando, FL (MCO-Orlando Intl.) to Liberty Intl. Airport (EWR) - 2 hours and 46 minutes
  • Los Angeles, CA (LAX-Los Angeles Intl.) to Liberty Intl. Airport (EWR) - 4 hours and 57 minutes
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Liberty Intl. Airport (EWR) - 3 hours and 3 minutes