A lighthouse on a grassy dune with a beach and water in the background.

Middle Island Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Top Middle Island flight & hotel packages

Price found within the past 48 hours. Click for updated prices.
  • 15 Dec - 22 Dec

    Ink 48 Hotel + Flight

    Manhattan
    6 nights
    4.5 star property
    8.4/10 - Very good (1,837 reviews)
    "The staff are the Superhero of this hotel. The hotel does need to be a little more clean & maybe a humidifier - the room was dry & carpet seems dirty. However amazing location & the staff is A+"
    Reviewed November 9, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$4,658
    S$3,506
    per traveller
    found 0 hours ago
    Ink 48 Hotel
  • 15 Dec - 22 Dec

    The St. Regis New York + Flight

    Manhattan
    6 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    Save 100% on your flight
    S$14,895
    S$10,952
    per traveller
    found 0 hours ago
    The St. Regis New York
  • 15 Dec - 22 Dec

    Margaritaville Resort Times Square + Flight

    Manhattan
    6 nights
    4.0 star property
    9.0/10 - Wonderful (4,179 reviews)
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$4,956
    S$3,728
    per traveller
    found 0 hours ago
    Margaritaville Resort Times Square
  • 15 Dec - 22 Dec

    33 Hotel, New York City, Seaport + Flight

    Manhattan
    6 nights
    5.0 star property
    9.0/10 - Wonderful (1,002 reviews)
    "The staff is amazing, especially Tommy and Chris. Super helpful and welcoming. Our room was spotless and beautiful in a city where things are not easily kept that way."
    Reviewed November 7, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$4,715
    S$3,550
    per traveller
    found 0 hours ago
    33 Hotel, New York City, Seaport
  • 15 Dec - 22 Dec

    The Lombardy Hotel + Flight

    Manhattan
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,621 reviews)
    "Great location,"
    Reviewed November 10, 2026
    Return • Singapore (SIN) - New York (JFK)
    SIN - JFK • 1 stop JFK - SIN • 1 stop
    S$6,423
    S$5,118
    per traveller
    found 0 hours ago
    The Lombardy Hotel

Middle Island Hotel Deals

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 Middle Island holiday package cost?

Offering great value package deals from S$3,506 on Expedia, you'll be surprised at how little a holiday to Middle Island costs! Our packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Middle Island?

If you'd like to score a cheap Middle Island holiday package, consider planning a trip in January, October and December. You're likely to find lower prices on airfares and hotels during these months — ideal for a budget-friendly break.

How many days is enough for Middle Island?

With a well-planned schedule, you can easily hit the main Middle Island sights in a handful of days. But if you prefer to discover hidden gems or take day trips, consider booking your Middle Island holiday for longer.

How to find the best Middle Island package deals?

Start your search for a Middle Island package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Middle Island package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middle Island escape underway.

Is it cheaper to book a Middle Island holiday as a package?

Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalised Middle Island holiday by choosing your preferred type of stay, airline and car class.

When to book a holiday package to Middle Island?

If you've got your Middle Island travel dates confirmed, book early to grab some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.

How to plan a trip to Middle Island?

  1. Pick your travel dates: The things you plan to do in Middle Island and your preferred season can help you decide when to get away.
  2. Budget wisely: On top of the cost of your stay, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may arise during your trip to Middle Island.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Middle Island. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Middle Island holiday package that brings all your bookings together.

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