Southern Highlands Holidays

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Top Flight + Hotel Deals in Southern Highlands

Price found within the past 48 hours. Click for updated prices.
Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
Price was €2,769, price is now €2,484 per person
€2,484
per person
28 Dec - 31 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Sydney (SYD)
16.8/10 Exceptional! (1,003 reviews)
Good location can get bus into Sydney or Kings Cross

Reviewed on 18 Nov 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was €4,535, price is now €3,828 per person
€3,828
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Rome (ROM) to Sydney (SYD)
15.2/10 Exceptional! (1,001 reviews)
Perfect location, spacious apartment. Especially appreciated the assistance of the wonderful staff, Patik, who helped us when we lost our phone. We were spoilt for choice in a variety of Asian cuisine due to location. 4min walk to Paddy Markets, 5mon walk to Darling Harbour. Loved it

Reviewed on 7 Nov 2025

Bright Studio Steps From Westmead Hospital

Bright Studio Steps From Westmead Hospital

2.5 out of 5
Westmead
Price was €3,986, price is now €3,498 per person
€3,498
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Rome (ROM) to Sydney (SYD)
No reviews
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was €4,713, price is now €4,169 per person
€4,169
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Rome (ROM) to Sydney (SYD)
18.8/10 Exceptional! (753 reviews)
Bed was really comfortable but lights were confusing as we couldn’t read the instructions on how to switch on/off. No soap for the hand basin so had to use soap from the shower. Toilet got blocked but that was quickly dealt with. It was a convenient spot and the breakfast in the restaurant downstairs was delicious and not pricey.

Reviewed on 16 Nov 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
Price was €2,873, price is now €2,566 per person
€2,566
per person
28 Dec - 31 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Sydney (SYD)
16/10 Exceptional! (2,719 reviews)
Lovely Apartment and very well equipped

Reviewed on 13 Nov 2025

Where to stay in Southern Highlands

Find the best Southern Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Southern Highlands
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Moss Vale

1 out of top 10 points of interest in this area

Moss Vale is noteworthy for its golf courses, and you can make a stop at top attractions like Moss Vale Golf Club and Leighton Gardens.

Find hotels in Moss Vale

Top hotels in Southern Highlands

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is €96 per night from 1 Dec to 2 Dec
€96
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Great spot and great hotel! Everything was seamless for check in and check out. Clean and tidy, cute grounds and walking distance to cafes

Reviewed on 16 Nov 2025

Berrima Bakehouse Motel
Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

4 out of 5
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
The price is €137 per night from 4 Dec to 5 Dec
€137
4 Dec - 5 Dec
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Perfect

Reviewed on 16 Nov 2025

Park Proxi Gibraltar Bowral
Links House

Links House

4 out of 5
17 Links Road Burradoo NSW
Fully refundableReserve now, pay when you stay
The price is €137 per night from 16 Dec to 17 Dec
€137
16 Dec - 17 Dec
includes taxes & fees
8.8/10 Excellent! (742 reviews)
Clean room, friendly and professional staff,

Reviewed on 28 Oct 2025

Links House
See all 1,649 properties in Southern Highlands
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.

Popular places to visit

Bendooley Estate Book Barn

Enjoy an outing to Bendooley Estate Book Barn during your stay in Bowral. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.

Bendooley Estate Book Barn

Centennial Vineyards

You can enjoy a tasting or tour at Centennial Vineyards during your travels to Bowral. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

Centennial Vineyards

Berrima Gaol

Learn about the local history of Bowral when you take a trip to Berrima Gaol. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.

Berrima Gaol

What to do in Southern Highlands

Blue Maintains with Glow Worm Tunnel Private Tour

Sydney Wine Tasting-Southern Highlands with Pick up & drop off

€222
per adult
Sydney Wine Tasting-Southern Highlands with Pick up & drop off
See all activities in Southern Highlands

Frequently asked questions

Can I cancel my flight booking to Southern Highlands due to COVID-19?
Our Customer Service Portal is your one-stop shop for almost every travel question, including about flight cancellations and changes related to COVID-19. For more peace of mind, look over the terms and conditions of your preferred carrier before reserving your tickets.
What's the best way to find cheap flights to Southern Highlands that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Step 1: Enter your preferred travel dates and click "Search." Step 2: Check the "No change fee" box underneath the "Flexible change policies" filter on the left-hand side of your screen. Step 3. Reserve your cheap and flexible ticket to Southern Highlands.
What are some of the general tips for travellers to Southern Highlands during the COVID-19 outbreak?
The COVID-19 pandemic has triggered major changes to the way we travel. If you're planning an escape to Southern Highlands, the following tips will help you navigate the "new normal:"
  • Research what, if any, restrictions or rules apply to both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check government advisories before booking.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to briefly lower it to verify your identity. Passengers who refuse to wear a mask may face civil penalties and may also be escorted from the building.
  • To reduce the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray screening.
  • Empty your personal items from your pocket, like your keys, phone and wallet, and place them in your carry-on rather than the bins. This will reduce handling during the screening process.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA agent will need to open your bag for inspection.

Which airlines fly to Southern Highlands?
Secure your airfare with Virgin Australia and then start piecing together your Southern Highlands must-do list. This leading airline has 1976 flights every month to Kingsford Smith Intl. Airport (SYD), a main gateway.
How can I find cheap tickets to Southern Highlands?
In the last seven days, was the best price for a flight to Southern Highlands. If you want to save even more, book well in advance and be flexible with your travel dates. Search for your journey to Southern Highlands, then see prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Southern Highlands?
There were lots of cheap fares for the taking in the last seven days, with the cost of a return ticket to Southern Highlands varying between and . Many lucky holiday makers locked in one-way seats from () for as little as .
What are the most popular airports to fly into in Southern Highlands?
Book your flight to Kingsford Smith Intl. Airport (SYD) and experience everything that Southern Highlands has to offer. As the region's main point of entry, around 9355 flights land here every month.
When is the cheapest time to fly to Southern Highlands?
If you're not fixed on what day you jet off to Southern Highlands, try to leave early on in the week. The most affordable day to take off is normally Tuesday, closely followed by Monday. Saturday is typically the costliest day, with a lot of people preferring to fly on the weekend.
How much is a plane ticket to Southern Highlands?
In the last seven days, plane fares ranged between and . Scroll through our sensational deals to Southern Highlands, make a booking and get ready for your next fun holiday!
Which airlines with flights to Southern Highlands employ COVID-19 cleanliness policies?
As countries begin to lift travel restrictions, many airlines are now servicing flights with new strategies including social distancing and increased sanitization. Here's what some carriers are doing to ease the spread of COVID-19:
  • Qantas - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Virgin Australia - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Jetstar - this airline is known for providing passenger masks and cleaning with disinfectant.

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