Shirley Vacation Packages

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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.

Top Shirley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,283, price is now CA $783 per person
CA $783
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,239 reviews)
The biggest issue is the smell. I understand it’s an old building, so it has that typical old, musty smell. The room has only one window, and the AC unit is installed in it, so very little natural light comes in. On top of that, the room smells like weed smoke coming through one of the vents.

Reviewed on Jul 5, 2026

Echo Valley Cottages

Echo Valley Cottages

3 out of 5
Price was CA $1,761, price is now CA $1,064 per person
CA $1,064
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (62 reviews)
The place was very clean and the manager was excellent. Definitely would go back.

Reviewed on Jun 25, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,519, price is now CA $2,841 per person
CA $2,841
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,977, price is now CA $9,489 per person
CA $9,489
per person
Aug 16 - Aug 22
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,463, price is now CA $932 per person
CA $932
per person
Aug 21 - Aug 25
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Room has air conditioning and it’s cleaned daily.

Reviewed on Jul 5, 2026

Ready to book your vacation to Shirley?

 

Choose your dates

Shirley Hotel Deals

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
The price is CA $132 per night from Jul 30 to Jul 31
CA $132
CA $151 total
Jul 30 - Jul 31
includes taxes & fees
5.2/10 (1,053 reviews)
"The stay was wonderful. The staff was friendly and helpful."

Reviewed on Jul 5, 2026

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Jul 20 to Jul 21
CA $246
CA $281 total
Jul 20 - Jul 21
includes taxes & fees
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
The price is CA $232 per night from Jul 7 to Jul 8
CA $232
CA $265 total
Jul 7 - Jul 8
includes taxes & fees
8.2/10 Very good! (1,497 reviews)
"Very clean room and excellent service. Bedding was very clean and breakfast was amazing. The cinnamon rolls you have to try!!! Front desk staff was super friendly"

Reviewed on Jul 4, 2026

Holiday Inn Express Hauppauge-Long Island
See all 1,690 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

Frequently asked questions

How much does a Shirley vacation package cost?
Offering great value package deals from CA $783 on Expedia, you'll be surprised at how little a vacation to Shirley costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Shirley?
To pick up cheap Shirley vacation packages, organize your getaway outside of peak times like public holidays and major festivals. You'll generally find better availability and lower prices for hotels and flights.
How many days is enough for Shirley?
We recommend booking a Shirley vacation for a minimum of 2 days. This gives you enough time to check off major attractions such as TWA Flight 800 International Memorial and Long Island Game Farm, and also check out neighbourhoods like North Bellport and Upton. You could even slot in one or two day trips beyond Shirley.
How to find the best Shirley package deals?
Use Expedia's handy filters to find some terrific Shirley package deals. When you begin 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 break for midweek, or search for Shirley package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Shirley vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can tailor your Shirley escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Shirley?
If you're considering an impromptu Shirley getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Shirley?

  1. Choose when to get away: Check your diary and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to vacation in Shirley.
  2. Plan your budget wisely: Besides the cost of your accommodations, you should consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Shirley.
  3. Decide how long to go away for: Now that you're up to speed on Shirley, you can figure out the right length of your vacation. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Shirley vacation package that brings all your bookings together.

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.