Long Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Ready to book your vacation to Long Island?
Long Island Hotel Deals
Puffin Inn of Anchorage
4400 Spenard Rd Anchorage AK
Fully refundableReserve now, pay when you stay
CA $153
CA $171 total
Oct 21 - Oct 22
includes taxes & fees
Alyeska Resort
1000 Arlberg Ave Girdwood AK
Fully refundableReserve now, pay when you stay
CA $247
CA $311 total
Oct 13 - Oct 14
includes taxes & fees
9/10 Wonderful! (1,176 reviews)
"ALWAYS exhort our time here. 19 years and going!"
Reviewed on Sep 19, 2026
The Lakefront Anchorage
4800 Spenard Road Anchorage AK
Fully refundableReserve now, pay when you stay
CA $197
CA $260 total
Oct 11 - Oct 12
includes taxes & fees
8.2/10 Very good! (2,337 reviews)
"This hotel is in an excellent location for the airport and the shuttles to the airport and downtown were much appreciated. The hallway flooring going to our room was horrible! It is old very worn and very very dirty. Our room was spacious, but also old and worn. The shower didn’t work very well and ..."
Reviewed on Sep 19, 2026
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 — 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?
- Pick your dates: What you'd like to do in Long Island and your favourite season can help you decide when to travel.
- 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.
- 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.
- 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.
