Southern Highlands Holidays from £209

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Your Southern Highlands Holiday

When you're ready to discover somewhere new and interesting in the world, satisfy your craving for adventure with a holiday package to Southern Highlands. Well known for its rural countryside and spectacular views, you'll soon fall for the charms of this destination. Start your trip to Southern Highlands with a few days in Bowral visiting popular attractions like Bendooley Estate Book Barn and Centennial Vineyards. Mittagong is another top city that draws crowds from far and wide. Bendooley Estate Book Barn and Centennial Vineyards are two of the top places to see here. From the instant you book your Southern Highlands holiday to when you return home, Expedia has you covered every step of the way.

Top Southern Highlands Flight + Hotel Deals

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

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was £375, price is now £209 per person
£209
per person
19 Jul - 22 Jul
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,007 reviews)
Great location at CBD. Close to everything. As a female solo traveler, safety and convenience are my top priorities. This hotel works. My room was small and there is no view. My window faces another wall. But I don’t mind. The room was quiet and I got good rest after each day’s outing. No complaints.

Reviewed on 30 Apr 2026

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 £337, price is now £216 per person
£216
per person
19 Jul - 22 Jul
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (2,699 reviews)
Excellent location, good service. Room was mildly unclean and facilities were fine rather than pristine but for the price and the location we were extremely happy. We could easily access everything circular quay had to offer

Reviewed on 1 May 2026

The Brighton Hotel Sydney - MGallery Collection

The Brighton Hotel Sydney - MGallery Collection

4 out of 5
Brighton-le-Sands
Save 100% on your flight
Price was £412, price is now £279 per person
£279
per person
19 Jul - 22 Jul
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8/10 Very Good! (1,002 reviews)
Beautifully redecorated rooms, with plenty of space for families and stunning views of the water. Restaurants and bars really well appointed, and centrally located for a staycay that feels beachy whilst easy access to the city. The bar is quite noisy on fri/sat as filters into the beachfront rooms, generally OK but harder when travelling with kids. Some fabulous staff and a few less so, hence the 4/5 for that.

Reviewed on 19 Apr 2026

25hours Hotel Sydney The Olympia

25hours Hotel Sydney The Olympia

5 out of 5
Paddington
Save 100% on your flight
Price was £393, price is now £276 per person
£276
per person
19 Jul - 22 Jul
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9.6/10 Exceptional! (39 reviews)
New hotel, good location, rooftop bar great, no view from rooms, staff friendly

Reviewed on 2 May 2026

APX World Square

APX World Square

4.5 out of 5
Haymarket
Price was £341, price is now £248 per person
£248
per person
19 Jul - 22 Jul
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8/10 Very Good! (2,811 reviews)
Great location and great layout for families. We are a group of 4. When we got there, we were very happy to find two separate 2-brm apartments joined by the front entrance door and corridor. It offered the privacy and the space while still conviniently right next to each other for our group.

Reviewed on 28 Apr 2026

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
white fence with pink flowers nature photography

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 Cecil Hoskins Nature Reserve.

Find hotels in Moss Vale

Southern Highlands Essential Information

Language
English
Currency
Australian dollars
Closest Airport
Kingsford Smith Intl. Airport (SYD)

Top hotels in Southern Highlands

The Gibraltar

The Gibraltar

4 out of 5
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
The price is £117 per night from 31 May to 1 Jun
£117
31 May - 1 Jun
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Comfortable accommodation and friendly staff.

Reviewed on 3 May 2026

The Gibraltar
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is £89 per night from 6 May to 7 May
£89
6 May - 7 May
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Clean and tidy room, excellent service Highly recommend it

Reviewed on 4 May 2026

Berrima Bakehouse Motel
Bundanoon Hotel

Bundanoon Hotel

3 out of 5
6-18 Erith Street Bundanoon NSW
Fully refundableReserve now, pay when you stay
The price is £72 per night from 6 May to 7 May
£72
6 May - 7 May
includes taxes & fees
7.6/10 Good! (459 reviews)
The hotel had a lot of character. Very handy and a great restaurant.

Reviewed on 17 Apr 2026

Bundanoon Hotel
See all 1,618 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

£130
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off

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

£239
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.

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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. Flight-inclusive packages are ATOL protected.