Fire Island Pines Vacations from $608

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Your Fire Island Pines Vacation

Lock in a Fire Island Pines vacation package and concentrate on what's important — having fun. This means no more planning stresses, just lots more time to immerse yourself in the best parts of this captivating city, such as its laid-back lifestyle and spectacular views. Make your trip to Fire Island Pines even more fun by going sightseeing. Ocean Beach, Heckscher State Park and Sunken Forest are some of the popular attractions worth exploring. Don't delay your visit to this destination any longer. Your ultimate Fire Island Pines vacation is a few quick clicks away with Expedia.

The Latest Fire Island Pines vacation packages

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

Manhattan
Save 100% on your flight
$608
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
6.8/10 (2,083 reviews)
Great place to crash if yiu dont care about amenities. Clean room but needs updated and painted and repaired. Bed was firm.

Reviewed on Sep 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

$2,277
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,013 reviews)
We flew in to attend the U.S. Open and stayed at 1 Hotel Brooklyn. The staff was warm, welcoming, and attentive throughout our stay. The views of Manhattan and the Brooklyn Bridge are truly hard to beat. We had a wonderful experience and would absolutely stay here again!

Reviewed on Sep 5, 2026

1 Hotel Central Park

1 Hotel Central Park

Manhattan
Save 100% on your flight
$3,206
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,026 reviews)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
Save 100% on your flight
$711
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,950 reviews)
Pendry Natirar

Pendry Natirar

Save 100% on your flight
$2,516
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.8/10 Exceptional! (19 reviews)
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Stay near popular Fire Island Pines attractions

Carrington House

10.0/10 (1 review)
This historic 1912 bungalow was where Truman Capote wrote "Breakfast at Tiffany's" while hosted by Frank Carrington. Tours reveal its significance as a cultural hub for artists and the LGBTQ+ community.
See properties

Fire Island Pines Hotel Deals

The Pines Men-Only Stay

The Pines Men-Only Stay

488 Tarpon Walk Sayville NY
$360 nightly
$411 total
Sep 7 - Sep 8
Total with taxes and fees
10/10 Exceptional! (5 reviews)
"This is a gem... Can only recommend it , if you are looking for the best stay in the Pines. Love Andrey and the team."

Reviewed on Aug 8, 2026

The Pines Men-Only Stay
The Madison Fire Island Pines

The Madison Fire Island Pines

22 Atlantic Walk Sayville NY
The Madison Fire Island Pines
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
$122 nightly
$140 total
Sep 13 - Sep 14
Total with taxes and fees
6.6/10 (1,779 reviews)
"Work in progress abit dated. Staff can't complain they made up for what the hotel lacks"

Reviewed on Sep 5, 2026

Radisson Hotel Hauppauge-Long Island
See all 733 properties in Fire Island Pines
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.

Find the Best Fire Island Pines Vacation Packages

Fire Island Pines Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MacArthur Airport (ISP)
Top Sights
Sayville Bathing Beach, Carrington House and Cherry Grove Community House and Theatre

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Frequently asked questions

How much does a Fire Island Pines vacation package cost?
You'll find cheap prices from $608 on Expedia for your Fire Island Pines break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Fire Island Pines costs.
What are the cheapest months to go to Fire Island Pines?
You can generally find lower prices and better availability in December, January and February. Take a look at our cheap Fire Island Pines vacation packages and you could land some great off-season deals.
How many days is enough for Fire Island Pines?
With a well-organized itinerary, you can easily tick off the top Fire Island Pines attractions in a few days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Fire Island Pines vacation for longer.
How to find the best Fire Island Pines package deals?
Use Expedia's handy filters to help you find some tempting Fire Island Pines package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Fire Island Pines package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Fire Island Pines vacation as a package?
You can enjoy significant savings on your Fire Island Pines escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Fire Island Pines?
If you're planning a spur-of-the-moment Fire Island Pines adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Fire Island Pines vacation packages?
Set off on your dream escape to Fire Island Pines with Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up travel deals before they sell out.

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