Pine Island Vacations

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Find the Best Pine Island Vacation Packages

Pine Island Hotel Deals

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 364 per night from Mar 18 to Mar 19
SAR 364
SAR 412 total
includes taxes & fees
18 Mar - 19 Mar
8.4/10 Very Good! (1,004 reviews)
"The hotel was very clean and provided a convenient breakfast buffet. Front desk staff was helpful and pleasant. We enjoyed our two week stay."

Reviewed on 4 March 2025

Holiday Inn Express Hotel & Suites Chester by IHG
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 379 per night from Mar 12 to Mar 13
SAR 379
SAR 467 total
includes taxes & fees
12 Mar - 13 Mar
9/10 Wonderful! (1,007 reviews)
"Pool was warm..staff was friendly"

Reviewed on 6 March 2025

Hampton Inn Harriman Woodbury
Best Western Hunt's Landing Hotel Matamoras/Milford
Best Western Hunt's Landing Hotel Matamoras/Milford
3 out of 5
120 Rtes 6 & 209, Matamoras, PA
Fully refundableReserve now, pay when you stay
The price is SAR 341 per night from Mar 13 to Mar 14
SAR 341
SAR 372 total
includes taxes & fees
13 Mar - 14 Mar
8.2/10 Very Good! (1,001 reviews)
"Staff very friendly."

Reviewed on 21 February 2025

Best Western Hunt's Landing Hotel Matamoras/Milford
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 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.

Discover the most popular places to visit in Pine Island