Long Island Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Long Island Vacation Packages

Long Island Hotel Deals

The Simon Hotel Sydney

The Simon Hotel Sydney

3.5 out of 5
380 Esplanade, Sydney, NS
The price is ￥21,717 per night from Aug 20 to Aug 21
￥21,717
￥25,501 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"We really enjoyed our stay at this hotel. Blackout blinds, quiet, comfortable. We would definitely stay there again"

Reviewed on Aug 1, 2025

The Simon Hotel Sydney
Park Inn by Radisson, Sydney

Park Inn by Radisson, Sydney

2.5 out of 5
560 Kings Rd, Sydney, NS
Fully refundableReserve now, pay when you stay
The price is ￥13,601 per night from Aug 17 to Aug 18
￥13,601
￥15,971 total
Aug 17 - Aug 18
includes taxes & fees
7/10 Good! (378 reviews)
"The female staff was knowledgeable enough to recommend a local restaurant which had good food. She was very organized and prepared for check in. Very efficient and polite."

Reviewed on Aug 4, 2025

Park Inn by Radisson, Sydney
Hampton Inn by Hilton Sydney

Hampton Inn by Hilton Sydney

2.5 out of 5
60 Maillard Street, Sydney, NS
Fully refundableReserve now, pay when you stay
The price is ￥18,044 per night from Aug 31 to Sep 1
￥18,044
￥21,821 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Easy check in, included amazing breakfast, clean room"

Reviewed on Aug 4, 2025

Hampton Inn by Hilton Sydney
See all 150 properties in Long Island
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.

Frequently asked questions

How much does a Long Island vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Long Island costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Long Island?
If you're looking to book a cheap Long Island vacation package, consider planning a trip in January, February and November. You'll typically find lower rates on flights and accommodations during these months — perfect for a budget-friendly break.
How many days is enough for Long Island?
With a well-organized schedule, you can easily visit the main Long Island sights in a few days. But if you want to explore off the beaten track or go on day tours, consider booking your Long Island vacation for longer.
How to find the best Long Island package deals?
Begin your search for a Long Island package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Long Island package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Long Island adventure off to a flying start.
Is it cheaper to book a Long Island vacation as a package?
You can enjoy significant savings on your next Long Island escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Long Island?
If you're planning a spur-of-the-moment Long Island vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Long Island?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to visit Long Island.
  2. Plan your budget wisely: In addition to the price of your accommodations, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Long Island.
  3. Decide how long to go away for: Now that you're up to speed on Long Island, you can figure out the perfect length of your break. Put together a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Long Island vacation package that brings all your bookings together.

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