Fire Island Pines Vacations from $288

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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.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Save 100% on your flight
Price was $555, price is now $288 per person
$288
per person
Mar 6 - Mar 9
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,825 reviews)
Room was a tad dated, bathroom vanity definitely needs to be replaced, carpet and sofa were both tattered. But ultimately the space provided what we needed, it was clean and spacious for our visit. Staff was courteous and gracious.

Reviewed on Jan 3, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,598, price is now $674 per person
$674
per person
Feb 12 - Feb 15
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Great rooms, staff and food

Reviewed on Sep 28, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,171, price is now $546 per person
$546
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
The beds were comfy, staff was outstanding, and it was far enough away from the busy parts of the city and yet comfortably close enough to everything!

Reviewed on Jan 2, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $903, price is now $485 per person
$485
per person
Feb 27 - Mar 3
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Very nice property. Clean. Friendly. Great rooms

Reviewed on Jan 4, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,506, price is now $1,431 per person
$1,431
per person
Mar 30 - Apr 3
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
This hotel was FABULOUS! The view you see if the view you get! STUNNING magazine worthy view of the Brooklyn bridge. Almost kid free. The rooftop bar and lounge had stunning views of the Brooklyn bridge and Hudson river. Just minutes away from Manhattan and close enough to walk to the Bridge. Room service was excellent. Very clean room.

Reviewed on Jan 3, 2026

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Discover the most popular places to visit in Fire Island Pines

Cherry Grove Community House and Theatre

You can make plans for a show at Cherry Grove Community House and Theatre during your stay in Cherry Grove. Wander the beaches or discover the area's sunsets.

Cherry Grove Community House and Theatre

Carrington House

You can learn about the history of Fire Island Pines when you stop by Carrington House. Wander the beaches or discover the area's sunsets.

Carrington House

Sayville Bathing Beach

Why not spend a lazy afternoon at Sayville Bathing Beach during your trip to Sayville? Stroll along the marina or visit the shops while you're in the area.

Sayville Bathing Beach

Fire Island Pines Hotel Deals

The Madison Fire Island Pines

The Madison Fire Island Pines

3 out of 5
22 Atlantic Walk Sayville NY
8.8/10 Excellent! (50 reviews)
Absolutely wonderful way to spend our 20th anniversary! The property was magical. We especially enjoyed the super warm pool and excellent breakfast! Zach was particularly warm and welcoming. We can’t wait to come back! Highly recommend. ❤️🧡💛💚💙💜

Reviewed on Sep 25, 2025

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The Madison Fire Island Pines
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $170 total per night from Jan 18 to Jan 19
$170 total
Jan 18 - Jan 19
Total with taxes and fees
8/10 Very Good! (1,111 reviews)
Excellent all around . I would have my wedding at the venue as well.

Reviewed on Dec 30, 2025

Hyatt Regency Long Island
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundable
$119 nightly
The price is $136 total per night from Jan 5 to Jan 6
$136 total
Jan 5 - Jan 6
Total with taxes and fees
8/10 Very Good! (1,278 reviews)
Great Breakfast. Enjoyed the coffee and tea area. Room was clean.Great set up on the room. Lots of places to put your items.

Reviewed on Dec 29, 2025

Holiday Inn Express Hauppauge-Long Island
See all 758 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 $288 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.