Southern Highlands Holidays from AU$350

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Your Southern Highlands Holiday

When you're ready to discover someplace new and exciting in the world, satisfy your wanderlust with a customised holiday 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 holiday to the second you come back home, Expedia has your back every step of the way.

The Latest Southern Highlands Holiday Deals

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

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$574, price is now AU$350 per person
AU$350
per person
14 Nov - 16 Nov
found 22 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
6/10 (421 reviews)
Pretty basic accommodation but nice & close to airport. Quite noisy

Reviewed on 11 Oct 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,301, price is now AU$744 per person
AU$744
per person
14 Nov - 17 Nov
found 23 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,280 reviews)
Susan and Mark at the front desk are fabulous.

Reviewed on 12 Oct 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,487, price is now AU$853 per person
AU$853
per person
21 Nov - 24 Nov
found 23 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,002 reviews)
near townhall and QVB

Reviewed on 6 Oct 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,103, price is now AU$704 per person
AU$704
per person
26 Dec - 29 Dec
found 22 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
Simply the best customer service!

Reviewed on 9 Oct 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
Price was AU$1,388, price is now AU$928 per person
AU$928
per person
12 Dec - 15 Dec
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Staff were very friendly and helpful! Easy to walk to most places. Great night sleep. Fun and quirky place. Book here and enjoy

Reviewed on 8 Oct 2025

Our guide on 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

Southern Highlands Holiday

Southern Highlands Essential Information

Language
English
Currency
Australian dollars
Closest Airport
Kingsford Smith Intl. Airport (SYD)
Top Sights
Corbett Gardens, Glow Worm Glen and Leighton Gardens

Our pick of the best Southern Highlands Hotel Deals

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 AU$235 per night from 2 Nov to 3 Nov
AU$235
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (999 reviews)
"hv family room that provide 3 beds"

Reviewed on 3 Oct 2025

Park Proxi Gibraltar Bowral
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is AU$167 per night from 29 Oct to 30 Oct
AU$167
29 Oct - 30 Oct
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Lovely stay"

Reviewed on 6 Oct 2025

Berrima Bakehouse Motel
Peppers Craigieburn

Peppers Craigieburn

4.5 out of 5
Centennial Road, Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 13 Oct to 14 Oct
AU$189
13 Oct - 14 Oct
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"."

Reviewed on 7 Oct 2025

Peppers Craigieburn
See all 1,616 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.
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Discover the most popular places to visit in Southern Highlands

Bendooley Estate Book Barn

4.5/5(71 reviews)

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

Bendooley Estate Book Barn

Centennial Vineyards

4.5/5(39 reviews)

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

Corbett Gardens

5/5(4 reviews)

After visiting Corbett Gardens, make a plan to see the other sights and activities in Bowral. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

Corbett Gardens

What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

AU$245
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
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.

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