Long Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Ready to book your vacation to Long Island?

 

Choose your dates

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 CA $486 per night from Sep 6 to Sep 7
CA $486
CA $580 total
Sep 6 - Sep 7
includes taxes & fees
9/10 Wonderful! (1,142 reviews)
"Hotel was amazing. We had a normal room, but it was super nice. No amenity book in the room but everything was online which I missed since I wasn't there to be online. Pool looked great but found it too late. Tram was awesome, but bloody expensive. Food was awesome but pricey. Breakfast wasn't included ..."

Reviewed on Aug 6, 2026

Alyeska Resort
Wyndham Garden Anchorage Airport

Wyndham Garden Anchorage Airport

3 out of 5
4411 Spenard Rd Anchorage AK
Fully refundableReserve now, pay when you stay
The price is CA $308 per night from Sep 6 to Sep 7
CA $308
CA $345 total
Sep 6 - Sep 7
includes taxes & fees
6.6/10 (1,607 reviews)
"We booked this for one night before our flight out. The pictures looked great, and I figured it would be fine because it’s a Wyndham. The woman who checked us in was extremely nice, but the charm ended there. The hallway was fairly dirty, but the room was next level horror show. There were stains ..."

Reviewed on Aug 6, 2026

Wyndham Garden Anchorage Airport
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 CA $280 per night from Sep 6 to Sep 7
CA $280
CA $313 total
Sep 6 - Sep 7
includes taxes & fees
7.4/10 Good! (3,759 reviews)
"First of all, the staff was excellent & let us pay extra to have the room for the afternoon of checkout due to our late evening flight home. But, the room we had was short on basic amenities. There was no closet & the bathroom sink was in the living area between the tv and the bed outside the bathroom ..."

Reviewed on Aug 6, 2026

Puffin Inn of Anchorage
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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 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 — perfect for travellers wishing to save money.
How many days is enough for Long Island?
The ideal length of your Long Island vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to visit all the leading sights and explore some hidden treasures along the way.
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 favourite 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.

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