Southern Highlands Holidays from £1,660

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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.
Accommodation Sydney Hyde Park

Accommodation Sydney Hyde Park

3 out of 5
Darlinghurst
Price was £2,005, price is now £1,660 per person
£1,660
per person
11 Dec - 17 Dec
found 7 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
7/10 Good! (22 reviews)
Perfect location, the host is amazing she helps us a a lot and she is friendly

Reviewed on 31 Oct 2026

Studio4: Bondi Chic Interiors With Rooftop Pool

Studio4: Bondi Chic Interiors With Rooftop Pool

2.5 out of 5
Bondi Junction
Price was £2,118, price is now £1,671 per person
£1,671
per person
11 Dec - 17 Dec
found 7 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
No reviews

Accommodation Sydney Darling Harbour

Accommodation Sydney Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was £2,127, price is now £1,726 per person
£1,726
per person
11 Dec - 17 Dec
found 7 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
7/10 Good! (20 reviews)

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
Price was £2,119, price is now £1,776 per person
£1,776
per person
11 Dec - 17 Dec
found 7 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.2/10 Wonderful! (593 reviews)

Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

4 out of 5
Sydney Central Business District
Price was £2,274, price is now £1,922 per person
£1,922
per person
11 Dec - 17 Dec
found 7 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,586 reviews)
It was a great place to stay, especially for a family holiday

Reviewed on 15 Oct 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
A white picket fence with a sign that reads "ENTRY" and an arrow pointing to the right.

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 Essential Information

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

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 £86 per night from 2 Dec to 3 Dec
£86
2 Dec - 3 Dec
includes taxes & fees
Berrima Bakehouse Motel
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 £142 per night from 3 Nov to 4 Nov
£142
3 Nov - 4 Nov
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Very comfortable stay. Friendly staff."

Reviewed on 26 Oct 2026

The Gibraltar
Moss Vale Holiday Park

Moss Vale Holiday Park

3 out of 5
43/53 Willow Drive Moss Vale NSW
The price is £67 per night from 22 Nov to 23 Nov
£67
22 Nov - 23 Nov
includes taxes & fees
8.8/10 Excellent! (86 reviews)
"Quite clean and comfortable very helpful will come back"

Reviewed on 31 Oct 2026

Moss Vale Holiday Park
See all 1,645 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

Stay near popular Southern Highlands attractions

Bendooley Estate Book Barn

9.4/10 (334 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.
See properties

What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

£128
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

£237
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
See all activities in Southern Highlands

Frequently asked questions

How much does a Southern Highlands travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Southern Highlands from just £1,660. And the more you bundle, the more money you save. Your dream escape has never been more affordable.
If I'm not able to travel, can I cancel my Southern Highlands travel package?
Don't stress if you're rethinking your Southern Highlands travel package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally understand life can throw the occasional spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Southern Highlands?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a pretty penny too. A Southern Highlands travel package makes it a breeze to put together your perfect trip. With more than 550 airlines all over the world to select from, finding flights that fit your schedule won't be a problem. In addition to that, we have over 1,000,000 hotel options globally to take your pick of. Now that's what we call choice. Whatever your budget, Expedia can show you the world.
Does Expedia offer Book Now, Pay Later Southern Highlands holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on your wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that suits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If making bite-sized repayments each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.

How far in advance should I book my Southern Highlands holiday?
Travellers are generally able to look up international fares on Expedia within 12 months of departure. Booking late? With a bit of luck, it's still possible to nab a cheap ticket just weeks before your flight.
What does an Expedia Southern Highlands travel package include?
Expedia has everything you need to book your Southern Highlands escape, but what goes into your package depends on you. Select from any combination of flights, rental cars and hotels. After some tours or activities to keep you on the go? Once you've made your booking, you can add them too. No matter your budget or style, there's a travel package to meet your needs.
What should I know before booking a Southern Highlands travel package?
You'll save big with an Expedia travel package. Combine your airfares, rental cars and hotels and pick up exciting discounts. Hotels aren't your only option, though. Book with us and choose from beachside condos, rural cottages and even treehouses and ranches!
Can I choose my airline with a Southern Highlands Expedia travel package?
Yes, of course. Expedia has access to more than 550 partner airlines globally, so pick the carrier that best suits your travel preferences.

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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.