Shirley Vacations from $465

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Your Shirley Vacation

When you choose a Shirley vacation package, it's all about enjoying your escape to the fullest. Uncover the highlights of this fun-filled city knowing that all your travel needs have been worked out in advance. Any trip to Shirley needs a well-planned itinerary. Fill yours with leading attractions like Lasorda Legacy Park, Brookhaven National Laboratory and TWA Flight 800 International Memorial. Your perfect Shirley vacation is a couple of clicks away. Explore accommodations, flights and more on Expedia for an adventure that's tailored to suit your style.

The Latest Shirley vacation packages

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

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was $728, price is now $465 per person
$465
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (4,191 reviews)

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was $1,669, price is now $970 per person
$970
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $976, price is now $613 per person
$613
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (8,157 reviews)
Great stay! Perfect location!

Reviewed on Nov 11, 2026

Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Price was $1,804, price is now $1,152 per person
$1,152
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8/10 Very Good! (1,000 reviews)
Excellent location. Clean and spacious room! Would stay again.

Reviewed on Nov 8, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $2,438, price is now $1,560 per person
$1,560
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
The staff was extremely helpful with early checkin and was happy to hold our luggage before our room was ready and after check out so we could enjoy the city. The room was clean, and the complimentary waters were nice. The buffet breakfast was definitely worth the price. We had an amazing view and delicious meal.

Reviewed on Nov 11, 2026

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Stay near popular Shirley attractions

beach near Smith's Landing

Why not spend a lazy afternoon at beach near Smith's Landing during your trip to Shirley? While you're in the area, wander around the parks.
See properties

Shirley Hotel Deals

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
$117 nightly
The price is $134 total per night from Dec 10 to Dec 11
$134 total
Dec 10 - Dec 11
Total with taxes and fees
Holiday Inn Express Hauppauge-Long Island
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Nov 22 to Nov 23
$120 total
Nov 22 - Nov 23
Total with taxes and fees
5.4/10 (1,306 reviews)
"We were in the area to attend a funeral, and the poor state of the hotel added significant, unnecessary stress to an already difficult time. During our stay, we experienced several serious issues: - Cleanliness and Maintenance: Both the hotel facilities and our rooms were dirty, particularly the ..."

Reviewed on Nov 10, 2026

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

3.5 out of 5
2000 North Ocean Ave. Farmingville NY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $130 total per night from Nov 22 to Nov 23
$130 total
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn Long Island-Brookhaven
See all 1,641 properties in Shirley
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 Shirley Vacation Packages

Shirley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MacArthur Airport (ISP)
Population
27,900
Max Temp Winter
40ºF
Max Temp Summer
75ºF
Top Sights
Splish Splash Water Park, Smith Point County Park and Wildwood State Park

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Frequently asked questions

How much does a Shirley vacation package cost?
Offering excellent value package deals from $465 on Expedia, you'll be surprised at how little a vacation to Shirley costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Shirley?
If you'd like to book a cheap Shirley vacation package, consider traveling in January, October and December. You're likely to find lower prices on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Shirley?
With a well-organized schedule, you can easily visit the top Shirley sights in a handful of days. But if you prefer to discover hidden gems or take day trips, consider booking your Shirley vacation for longer.
How to find the best Shirley package deals?
Use Expedia's filters to find some tempting Shirley package deals. When you start your search, just 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 search for Shirley package deals in the low 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 soon as possible.
Is it cheaper to book a Shirley vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can personalize your Shirley escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Shirley?
If you're planning an impromptu Shirley getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Shirley?

  1. Choose your dates: What you want to do in Shirley and your preferred season will help you decide when to travel.
  2. Budget wisely: In addition to the cost of your hotel, you should factor in other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Shirley.
  3. Discover Shirley using our trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Shirley. You can also save your favorite places, collaborate with family and friends and manage your plans in one place.
  4. Decide how long to go for: Now that you know more about Shirley, you can work out the ideal length of your break. Create a draft itinerary and allocate enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Shirley vacation package.
  6. Add on experiences and excursions: Have a look at our travel guide to find some incredible things to do in Shirley in Shirley. Book tickets or make reservations in advance to save time and avoid the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Shirley vacation packages?
Secure your dream getaway to Shirley with help from our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next paycheck — we've teamed up with online lender Affirm to give 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, it's easy to stick to your budget and snag great deals before they disappear.

Explore a world of travel with Expedia

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