Pine Island Trips (flight + hotel)

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    Better together
    Save up to P 3,118 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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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Pine Island

Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is P5,281 per night from Jul 13 to Jul 14
P5,281
P6,239 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"I suggest that each bathroom have a safety bar to grasp not only in handicap rooms. The bathtub was ver slippery."

Reviewed on Jul 1, 2025

Sleep Inn & Suites Middletown - Goshen
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 P7,146 per night from Jul 27 to Jul 28
P7,146
P8,799 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Pet friendly"

Reviewed on Jul 5, 2025

Hampton Inn Harriman Woodbury
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3 out of 5
24 Crystal Run Xing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is P5,228 per night from Jul 13 to Jul 14
P5,228
P6,175 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very Good! (913 reviews)
"Everything from the entrance to the room smelled clean and was clean! The gym and the pool were very clean and accessible, the outdoor patio are was also very clean and comfortable.Staff was always friendly and willing to help! Their breakfast was amazing. Mrs Barbara at the front desk was definitely ..."

Reviewed on Jul 3, 2025

Courtyard by Marriott Middletown Goshen
See all 623 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 vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation to Pine Island costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Pine Island?
January, February and March are the best times to search for cheap Pine Island vacation packages. Opting to travel in less busy months means you can typically find lower prices on flights and accommodations.
How many days is enough for Pine Island?
The ideal length for your Pine Island vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to check out all the leading sights and discover some hidden treasures along the way.
How to find the best Pine Island package deals?
Finding a cheap Pine Island package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most economical Pine Island package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Pine Island vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights separately. Better still, you can personalize your Pine Island escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Pine Island?
If you're planning a spur-of-the-moment Pine Island adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Pine Island?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Pine Island.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Pine Island.
  3. Determine how many days away: Start by compiling a list of the activities and sights you'd like to get to in Pine Island. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, book the right Pine Island vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.