Southern Highlands Holidays from NZ$1,193

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The Latest Southern Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Rydges Camperdown

Rydges Camperdown

4 out of 5
Camperdown
Save 100% on your flight
Price was NZ$1,809, price is now NZ$1,193 per person
NZ$1,193
per person
17 Jan - 24 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8/10 Very Good! (1,003 reviews)
Property was fine for a quick overnight stay. Room was spacious and a quick walk away from Newtown/ Enmore. The only thing that was disappointing was we booked a King size bed and got a queen and parking was an extra $35

Reviewed on 25 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 NZ$2,194, price is now NZ$1,268 per person
NZ$1,268
per person
4 Dec - 8 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (1,009 reviews)
Nice staff and clean rooms.

Reviewed on 22 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 NZ$1,930, price is now NZ$1,231 per person
NZ$1,231
per person
14 Jan - 19 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.6/10 Excellent! (1,006 reviews)
Perfect location for what we required. Room was spacious & well equipped.

Reviewed on 3 Nov 2025

Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$3,843, price is now NZ$2,456 per person
NZ$2,456
per person
17 Jan - 24 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
9.2/10 Wonderful! (1,002 reviews)
Great location. Staff very helpful and friendly. Lovely harbour views.

Reviewed on 8 Sept 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
Price was NZ$2,446, price is now NZ$1,629 per person
NZ$1,629
per person
15 Jan - 21 Jan
found 14 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
9.2/10 Wonderful! (1,009 reviews)
It was a great looking room that had everything we needed.

Reviewed on 3 Nov 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

Our pick of the best Southern Highlands Hotel Deals

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is NZ$194 per night from 4 Dec to 5 Dec
NZ$194
4 Dec - 5 Dec
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
Such a sweet little motel, great location and immaculate

Reviewed on 28 Oct 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 NZ$280 per night from 6 Nov to 7 Nov
NZ$280
6 Nov - 7 Nov
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
Lovely room and friendly staff. If there was a lockable screen door on the balcony door that would be great to be able to let in fresh air and not all the insects. I would also recommend some herbal tea bags be placed in the room.

Reviewed on 30 Oct 2025

Park Proxi Gibraltar Bowral
Bundanoon Hotel

Bundanoon Hotel

3 out of 5
6-18 Erith Street, Bundanoon, NSW
Fully refundableReserve now, pay when you stay
The price is NZ$156 per night from 6 Nov to 7 Nov
NZ$156
6 Nov - 7 Nov
includes taxes & fees
7.6/10 Good! (437 reviews)
Limited parking. Room was lovely and ensuit new and clean.

Reviewed on 29 Oct 2025

Bundanoon Hotel
See all 1,655 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.

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

NZ$279
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Blue Maintains with Glow Worm Tunnel Private Tour

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

NZ$450
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.