Long Island Holidays

  • Plan, book, travel with confidence

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    Better together
    Save up to S$134 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

Top hotels in Long Island

Westmark Anchorage Hotel
Westmark Anchorage Hotel
3 out of 5
720 West 5th Avenue, Anchorage, AK
7.4/10 Good! (1,000 reviews)
"nice property didn't like the one way streets"

Reviewed on 14 Oct,2024

Westmark Anchorage Hotel
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 S$133 per night from 22 Mar to 23 Mar
S$133
includes taxes & fees
22 Mar - 23 Mar
7.2/10 Good! (2,629 reviews)
The puffin was perfect
"It was the perfect location and all the staff was great, very nice!"

Reviewed on 19 Mar,2025

Puffin Inn of Anchorage
Wingate by Wyndham Anchorage Downtown/Ship Creek
Wingate by Wyndham Anchorage Downtown/Ship Creek
2.5 out of 5
111 W Ship Creek Ave, Anchorage, AK
Fully refundableReserve now, pay when you stay
The price is S$163 per night from 23 Mar to 24 Mar
S$163
includes taxes & fees
23 Mar - 24 Mar
6.8/10 (1,325 reviews)
"Employees are fabulous- friendly and helpful. Property is a little run down"

Reviewed on 20 Mar,2025

Wingate by Wyndham Anchorage Downtown/Ship Creek
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 holiday package cost?
Offering great value package deals on Expedia, you’ll be surprised at how little a holiday 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 holiday 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-organised 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Long Island holiday as a package?
You can enjoy significant savings on your next Long Island escape by booking a personalised holiday 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 holiday 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?

  1. 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.
  2. Plan your budget wisely: As well as the cost of your accommodation, 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.
  3. 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.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Long Island holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.