Long Island Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Find the Best Long Island Vacation Packages

Long Island Hotel Deals

Alyeska Resort

Alyeska Resort

4 out of 5
1000 Arlberg Ave Girdwood AK
Fully refundableReserve now, pay when you stay
The price is AEDĀ 1,804 per night from Jul 20 to Jul 21
AEDĀ 1,804
AEDĀ 2,113 total
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (1,116 reviews)
"beautiful location, restaurants , trails, not far from Whittier, the Alaska wildlife conservation, not to mention the wildlife outside of the hotel! Girdwood brewing was amazing!"

Reviewed on 15 July 2026

Alyeska Resort
The Lakefront Anchorage

The Lakefront Anchorage

3.5 out of 5
4800 Spenard Road Anchorage AK
Fully refundableReserve now, pay when you stay
The price is AEDĀ 1,319 per night from Jul 24 to Jul 25
AEDĀ 1,319
AEDĀ 1,580 total
24 Jul - 25 Jul
includes taxes & fees
The Lakefront Anchorage
Puffin Inn of Anchorage

Puffin Inn of Anchorage

2 out of 5
4400 Spenard Rd Anchorage AK
Fully refundableReserve now, pay when you stay
The price is AEDĀ 916 per night from Jul 26 to Jul 27
AEDĀ 916
AEDĀ 1,026 total
26 Jul - 27 Jul
includes taxes & fees
7.4/10 Good! (3,679 reviews)
"The A/C in my room was broken/non operable. The room was extremely warm and all they offered was a fan. I was told ā€œbased on the room I booked, there was nothing they could do.ā€ I stay here quite often, and this was the worst experience Iā€™ve ever had."

Reviewed on 16 July 2026

Puffin Inn of Anchorage
See all 5,260 properties in Alaska
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?
You'll find cheap prices on Expedia for your Long Island escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Long Island costs.
What are the cheapest months to go to Long Island?
If you'd like to book a cheap Long Island vacation package, consider planning a trip in January, February and November. You'll generally find lower prices on hotels and airfares during these quieter months ā€” perfect for travelers wishing to save money.
How to find the best Long Island package deals?
Start your search for a Long Island package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Long Island package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Long Island escape underway.
Is it cheaper to book a Long Island vacation as a package?
You can enjoy significant savings on your next Long Island getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Long Island?
If you have your Long Island travel dates locked in, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Long Island?

  1. Pick your dates: What you'd like to do in Long Island and your favorite season can help you decide when to travel.
  2. Set a budget: Consider costs like flights, food and transportation when working out how much to put aside for your trip to Long Island. Then, pick a property that suits your budget, whether that's a wallet-friendly option or a more upscale getaway.
  3. Decide how long to go away for: Now that you're up to speed on Long Island, you can work out the right length of your break. Create a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Long Island vacation package.