Pine Island Holidays from AU$2,831

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Your Pine Island Holiday

With a holiday package to Pine Island, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your escape has been taken care of before departing, so you can spend more time discovering this interesting city. You'll want to go sightseeing during your trip to Pine Island. Drop by top attractions such as Warwick Valley Winery and Distillery, Demarest Hill Winery and Frederick Francks Pacem in Terris. A couple of clicks is all it takes to create your dream Pine Island holiday on Expedia.

The Latest Pine Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (8 reviews)
The place and amenities were really nice. The only bad thing was the bathroom got nasty really quick so for me the shared bathrooms won’t work. But they do have private bathroom rooms. Other than the dirty bathrooms not getting cleaned enough everything was great, location and space.

Reviewed on 25 Jun. 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
Save 100% on your flight
per person
23 Oct - 30 Oct
found 23 hours ago
Return flight included
Melbourne (MEL) to New York (JFK)
9.4/10 Exceptional! (36 reviews)
The lounge area is super cozy and relaxing.

Reviewed on 4 Aug. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
23 Oct - 30 Oct
found 23 hours ago
Return flight included
Melbourne (MEL) to New York (JFK)
9.8/10 Exceptional! (1,259 reviews)
Very convenient to shopping and restaurants, and the staff were excellent

Reviewed on 3 Aug. 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (2,727 reviews)
Our stay was amazing. Highly recommend. We'll be staying again.

Reviewed on 31 Jul. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
23 Oct - 30 Oct
found 23 hours ago
Return flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (1,576 reviews)
Staff friendly and helpful. Especially Paola and Marcelo. Hotel is in nice location, clean and rooms are big.

Reviewed on 22 Jul. 2025

Pine Island Holiday

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

Our pick of the best Pine Island Hotel Deals

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 AU$177 per night from 24 Aug to 25 Aug
AU$177
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,018 reviews)
"Room was clean"

Reviewed on 4 Aug. 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 AU$241 per night from 2 Sept to 3 Sept
AU$241
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"I had a wonderful time with my family and friends. People were nice and friendly. Asked for extra items due to longer stay and was accommodated without issue."

Reviewed on 4 Aug. 2025

Hampton Inn Harriman Woodbury
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 17 Aug to 18 Aug
AU$228
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (771 reviews)
"Place was great have stayed here many times."

Reviewed on 30 Jul. 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 612 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Pine Island holiday package cost?
You can grab a holiday package to this top destination from AU$2,831 on Expedia. But how much your holiday 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 holiday packages. Opting to travel in less busy months means you can typically find lower prices on flights and accommodation.
How many days is enough for Pine Island?
The ideal length for your Pine Island holiday 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," "Traveller 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pine Island holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights separately. Better still, you can personalise 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 holiday 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, favourite 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 accommodation and airfare: Once you've settled on your trip dates and duration, book the right Pine Island holiday package for you.

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