Long Island Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 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
Find the Best Long Island Vacation Packages
Long Island Hotel Deals
Alyeska Resort
1000 Arlberg Ave Girdwood AK
Fully refundableReserve now, pay when you stay
₩307,418
₩378,054 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (1,163 reviews)
"We stayed two nights at the Alyeska resort and could have stayed a third night. One day we drove to Whittier and took the glacier cruise. That was an easy drive. On our check out day, we left our luggage with the valet and spent the day at the spa. That was a heavenly day."
Reviewed on Sep 11, 2026
Puffin Inn of Anchorage
4400 Spenard Rd Anchorage AK
Fully refundableReserve now, pay when you stay
₩132,420
₩148,308 total
Oct 5 - Oct 6
includes taxes & fees
7.4/10 Good! (3,819 reviews)
"Clean, comfortable stay. Basic breakfast."
Reviewed on Sep 10, 2026
Wingate by Wyndham Anchorage Downtown/Ship Creek
111 W Ship Creek Ave Anchorage AK
Fully refundableReserve now, pay when you stay
₩145,792
₩163,292 total
Oct 1 - Oct 2
includes taxes & fees
6.6/10 (2,106 reviews)
"It was close to the train station. Since I ended up having to walk to it with luggage. Thankfully the shuttle took me to the airport the next morning. He drove very fast. He drove a bit sloppy. The room had a large open space. With just a hard chair and a lamp. The bathroom door hits the shower curtain ..."
Reviewed on Sep 10, 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?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Long Island costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Long Island?
January, February and November are great times to search for cheap Long Island vacation packages. Choosing to travel in less busy periods means you can usually find better prices on hotels and flights.
How many days is enough for Long Island?
With a well-organized travel plan, you can easily visit the main Long Island sights in a few days. But if you want to discover hidden spots or take day trips, think about booking your Long Island vacation for longer.
How to find the best Long Island package deals?
Use Expedia's filters to help you find some terrific Long Island package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Long Island package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
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 personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Long Island?
If you've got your Long Island travel dates finalized, book as soon as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Long Island?
- Choose when to get away: Check your calendar and get your bags packed. Your preferred time of year and the available activities will also help you decide when to escape to Long Island.
- Plan your budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Long Island.
- Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Long Island. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized 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.
