West Islip Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your West Islip Vacation

Create a custom vacation package to West Islip and get ready for your next big adventure. Consider staying in the neighborhood of North Massapequa, which is good for nature and cycling, for a real taste of this captivating city. You'll want to sightsee during your trip to West Islip. Make time for popular attractions like Tanger Outlets, Robert Moses Beach and Robert Moses State Park. Browse Expedia's extensive range of travel options and start organizing your dream vacation to West Islip today.

Top West Islip Vacation Deals

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,831, price is now CA $1,119 per person
CA $1,119
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $2,681, price is now CA $1,531 per person
CA $1,531
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,759 per person
CA $1,759
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (555 reviews)
Very convenient location. Good sized rooms.

Reviewed on Nov 9, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,333, price is now CA $2,079 per person
CA $2,079
per person
Feb 4 - Feb 7
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $4,235, price is now CA $2,649 per person
CA $2,649
per person
Feb 4 - Feb 7
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (723 reviews)
Fire alarm went off three times in middle of the night and no apology or refund.

Reviewed on Nov 8, 2026

Ready to book your vacation to West Islip?

 

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West Islip Hotel Deals

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is CA $173 per night from Nov 22 to Nov 23
CA $173
CA $198 total
Nov 22 - Nov 23
includes taxes & fees
6.6/10 (1,901 reviews)
"The rooms need a refresh. Bathrooms had mold shower curtain didn’t work properly. Bedroom window awkwardly looks over the lobby."

Reviewed on Nov 9, 2026

Radisson Hotel Hauppauge-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 $165 per night from Dec 7 to Dec 8
CA $165
CA $189 total
Dec 7 - Dec 8
includes taxes & fees
Holiday Inn Express Hauppauge-Long Island
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
The price is CA $182 per night from Nov 10 to Nov 11
CA $182
CA $209 total
Nov 10 - Nov 11
includes taxes & fees
8/10 Very good! (1,818 reviews)
"We liked that the property is very clean. The beds need to be updated. They feel old. The staff was not the friendliest. Over all we liked the price and location. We would stay again."

Reviewed on Nov 8, 2026

East Norwich Inn
See all 980 properties in West Islip
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.
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Frequently asked questions

How much does a West Islip vacation package cost?
You'll find cheap prices from CA $1,119 on Expedia for your West Islip escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to West Islip costs.
What are the cheapest months to go to West Islip?
If you're hoping to snag a cheap West Islip vacation package, consider planning a trip in January, February and March. You'll usually find better prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for West Islip?
With about 2 days, you'll have enough time to experience popular neighbourhoods like Oak Beach and Gilgo-Oak Beach-Captree during your West Islip vacation. Remember to also add Brentwood State Park and Islip Town Beach to your list of must-sees. Up for some more adventures? Consider exploring outside of West Islip on day trips and tours.
How to find the best West Islip package deals?
Begin your search for a West Islip package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect West Islip package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your West Islip adventure underway.
Is it cheaper to book a West Islip vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the freedom to create a tailored West Islip vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to West Islip?
If you have your West Islip travel dates confirmed, book as early as you can to grab some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to West Islip?

  1. Choose your travel dates: What you want to do in West Islip and your favourite season can help you decide when to go.
  2. Set your budget: Factor in expenses like transportation, flights and meals when calculating how much to save for your trip to West Islip. Then, pick a property that matches your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Work out your trip length: Think about how much time you want to spend exploring West Islip. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, lock in the right West Islip vacation package for you.

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