A golf course with a pond, trees, and distant mountains.

Southern Highlands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Southern Highlands Vacation

When you're ready to discover someplace new and exciting in the world, satisfy your wanderlust with a customized vacation package to Southern Highlands. Noted for its rural countryside and spectacular views, it won't be long before you fall for the charms of this destination. Get your trip to Southern Highlands off to a memorable start by making Bowral the first stop. This city is a favourite with visitors from near and far. From the instant you book your Southern Highlands vacation to the second you come back home, Expedia has your back every step of the way.

The Latest Southern Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 22 - Jan 29

    Harbour Rocks by Ode Hotels + Flight

    The Rocks
    5 nights
    5.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "This hotel is in a fantastic location and it is a very nice hotel but it should not be billed as a 5 star luxury hotel. It is really a 3.5 star hotel. The biggest complaints are no elevator, they do have a dumb waiter for bags. The windows are single pane (barely). When people walk ups and down the Suez Canal or Nurses walk you can hear every conversation. There is a bar behind the property that gets loud as well. Next is no bottled water but the staff did tell me I could feel free to..."
    Reviewed November 5, 2026
    Roundtrip • Vancouver (YVR) - Sydney (SYD)
    YVR - SYD • 2 stops SYD - YVR • 1 stop
    CA $3,655
    CA $3,041
    per traveller
    found 16 hours ago
    Harbour Rocks by Ode Hotels
  • Dec 26 - Jan 2

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    5 nights
    3.5 star property
    8.4/10 - Very good (1,001 reviews)
    "Hotel in good location close to shops and public transport. Easy access to airport by train. Room was sparse but clean and comfortable with basic amenities."
    Reviewed November 3, 2026
    Roundtrip • Edmonton (YEG) - Sydney (SYD)
    YEG - SYD • 2 stops SYD - YEG • 2 stops
    CA $6,651
    CA $5,571
    per traveller
    found 8 hours ago
    YEHS Hotel Sydney QVB
  • Dec 26 - Jan 2

    Rydges Australia Square + Flight

    Sydney Central Business District
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,799 reviews)
    "Convenient walk to cir"
    Reviewed November 7, 2026
    Roundtrip • Edmonton (YEG) - Sydney (SYD)
    YEG - SYD • 2 stops SYD - YEG • 2 stops
    CA $6,891
    CA $5,862
    per traveller
    found 8 hours ago
    Rydges Australia Square
  • Dec 26 - Jan 2

    Stamford Plaza Sydney Airport Hotel & Conference Centre + Flight

    Mascot
    5 nights
    4.5 star property
    8.8/10 - Excellent (1,451 reviews)
    "Nice airport hotel for a quick layover. World stay here again."
    Reviewed November 7, 2026
    Roundtrip • Edmonton (YEG) - Sydney (SYD)
    YEG - SYD • 2 stops SYD - YEG • 2 stops
    CA $6,324
    CA $5,472
    per traveller
    found 8 hours ago
    Stamford Plaza Sydney Airport Hotel & Conference Centre
  • Dec 26 - Jan 2

    Crowne Plaza Sydney Airport by IHG + Flight

    Mascot
    5 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    "Staff, the BEST; clean room, great breakfast selection; went to the nearby shopping mall (Westfield East Garden) ."
    Reviewed November 3, 2026
    Roundtrip • Edmonton (YEG) - Sydney (SYD)
    YEG - SYD • 2 stops SYD - YEG • 2 stops
    CA $6,115
    CA $5,293
    per traveller
    found 8 hours ago
    Crowne Plaza Sydney Airport by IHG

Discover the most popular places to visit in Southern Highlands

What to do in Southern Highlands

Southern 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 Southern Highlands vacation package cost?

Get your credit card ready, because a getaway to Southern Highlands starts from an affordable CA $3,041. When you bundle your flights, hotels and car rentals into a vacation package, you'll score great deals.

How do I get a cheap travel package to Southern Highlands?

Booking a Southern Highlands vacation package with Expedia is one of the easiest ways to save. We offer access to over 550 airlines and 1,000,000 properties across the globe. With such a fabulous range to pick from, you'll have no trouble creating your dream trip.

What are the top hotels in Southern Highlands?

Briars Country Lodge and Berida Hotel know how to make their guests feel at home in Bowral. If your itinerary also includes Mittagong, look up Mittagong Motel and Cabin - Mittagong Caravan Park. Both are popular with travelers.

How far in advance should I book my Southern Highlands vacation?

Earlier is always better. Airlines usually advertise flights up to a year prior to departure, and this is a great opportunity to land some rock-bottom prices. Boss just told you to use up some vacation time next month? No need to worry. Expedia are never short of fantastic deals to help you have the getaway of your dreams, at a price you can afford.

What does an Expedia Southern Highlands travel package include?

Much of that depends on you. You can choose from a variety of Southern Highlands packages, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your perfect Southern Highlands break looks like, get set to save!

What should I know before booking a Southern Highlands travel package?

Bundling your bookings into a Southern Highlands vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?

Can I choose my airline with a Southern Highlands Expedia vacation package?

You can, and with more than 550 airlines to select from globally, you're not short on choice. Take a look at the available options and find out which airline fits your needs and budget.

If I'm not able to travel, can I cancel my Southern Highlands vacation package?

Yes you can, and we'll help you every step of the way. You may be able to change or cancel your Southern Highlands vacation package at no cost within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, visit our Customer Service Portal for further information.

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