A cobblestone street lined with colorful buildings, a prominent tower, and flags.

Highlands Holidays from AU$5,155

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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

Your Highlands Holiday

Reserve a Highlands holiday package and get set to experience all this lively city has to offer. Consider basing yourself in the neighbourhood of Sandy Hook, which is great for nature, history and walking. Fill your schedule with visits to Sandy Hook Gateway National Recreation Area, Count Basie Theatre and Sandy Hook Lighthouse, some of the attractions you really should see during your trip to Highlands. Whatever your travel plans or the size of your budget, organising your ultimate tailored Highlands holiday is a cinch with Expedia.

The Latest Highlands holiday deals

Price found within the past 48 hours. Click for updated prices.
  • 28 Dec - 2 Jan

    The William Hotel Midtown, New York + Flight

    Manhattan
    5 nights
    3.5 star property
    9.4/10 - Exceptional (304 reviews)
    Return • Sydney (SYD) - New York (JFK)
    SYD - JFK • 1 stop JFK - SYD • 1 stop
    AU$6,911
    AU$5,155
    per traveller
    found 14 hours ago
    The William Hotel Midtown, New York
  • 17 Dec - 23 Dec

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    6 nights
    4.0 star property
    9.2/10 - Wonderful (4,183 reviews)
    "Nice place,very clean room,great coffee machine in room.Great breakfast,helpful staff. Rooms aren't massive but big enough for NewYork,would stay there again.Good location,quiet street."
    Reviewed November 11, 2026
    Return • Sydney (SYD) - New York (JFK)
    SYD - JFK • 1 stop JFK - SYD • 1 stop
    AU$13,817
    AU$10,102
    per traveller
    found 16 hours ago
    Hotel Riu Plaza Manhattan Times Square
  • 17 Dec - 23 Dec

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    6 nights
    4.0 star property
    9.0/10 - Wonderful (3,454 reviews)
    "Three of us stayed in a room and paid extra for 3 people and a pull out coach. The coach did not open all the way. We got in late and dealt with it. We told the customer service department who we also sent pictures to. She had us register a complaint with corporate customer service. They basically said it was not true (see pictures below) and that we didn't say anything at the hotel, again, which is not true. The hotel is nice, great location and a nice breakfast, but disappointed in the..."
    Reviewed November 11, 2026
    Return • Sydney (SYD) - New York (JFK)
    SYD - JFK • 1 stop JFK - SYD • 1 stop
    AU$13,385
    AU$9,871
    per traveller
    found 16 hours ago
    Hotel Riu Plaza New York Times Square
  • 17 Dec - 23 Dec

    Hotel Seville Nomad, in the Unbound Collection by Hyatt + Flight

    Manhattan
    6 nights
    4.5 star property
    8.8/10 - Excellent (1,575 reviews)
    Return • Sydney (SYD) - New York (JFK)
    SYD - JFK • 1 stop JFK - SYD • 1 stop
    AU$11,413
    AU$8,671
    per traveller
    found 16 hours ago
    Hotel Seville Nomad, in the Unbound Collection by Hyatt
  • 28 Dec - 2 Jan

    Hotel Beacon + Flight

    Manhattan
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,562 reviews)
    Return • Sydney (SYD) - New York (JFK)
    SYD - JFK • 1 stop JFK - SYD • 1 stop
    AU$7,094
    AU$5,512
    per traveller
    found 14 hours ago
    Hotel Beacon

Our guide on where to stay in Highlands

Find the best Highlands areas for the activities you enjoy most.

Sandy Hook

Travellers like the parks in Sandy Hook, and Sandy Hook Gateway National Recreation Area is a top attraction you might want to visit.

Discover the most popular places to visit in Highlands

Highlands 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 Highlands holiday package cost?

You'll find cheap prices from AU$5,155 on Expedia for your Highlands getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Highlands costs.

What are the cheapest months to go to Highlands?

The off-season is the best time to visit Highlands if you're trying to keep costs down. Another tip for scoring cheap Highlands holiday packages? Try to avoid public holidays and any major events or festivals.

How many days is enough for Highlands?

With a well-planned itinerary, you can easily visit the top Highlands attractions in a handful of days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Highlands holiday for longer.

How to find the best Highlands package deals?

Finding a cheap Highlands package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Highlands package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book a Highlands holiday as a package?

Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Highlands holiday by choosing your favourite airline, accommodation type and car class.

When to book a holiday package to Highlands?

Land fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Highlands trip.

How to plan a trip to Highlands?

  1. Choose your dates: The things you plan to do in Highlands and your preferred season can help you decide when to go.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and flights. Your hotel will probably be the largest expense during your trip to Highlands.
  3. Decide how long to go away for: Now that you're up to speed on Highlands, you can work out the ideal length of your break. Pull together a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Highlands 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.