Southern Highlands Holidays from £1,131

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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 Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (2,157 reviews)
Superb location, easy to get around.

Reviewed on 28 Jul 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9/10 Wonderful! (570 reviews)
wonderful get away, five star experience. Breakfast is a must!

Reviewed on 24 Jun 2025

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (515 reviews)
Beds are super comfy, area is trendy and efficient access to areas around Sydney. Lots of nice places to eat and drink.

Reviewed on 17 Jul 2025

Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

5 out of 5
Sydney Central Business District
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.8/10 Excellent! (1,470 reviews)
This was a convenient location for a solo traveler. Close to public transit and very walkable.

Reviewed on 28 Jul 2025

The Porter House Hotel Sydney - MGallery

The Porter House Hotel Sydney - MGallery

4.5 out of 5
Sydney Central Business District
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (200 reviews)
Superior customer service, great location near Sydney’s prime tourist attractions, and several within walking distance.

Reviewed on 14 Jul 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

Southern Highlands Essential Information

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

Top hotels in Southern Highlands

Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is £117 per night from 10 Aug to 11 Aug
£117
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Lovely smell in foyer"

Reviewed on 24 Jul 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 £83 per night from 4 Aug to 5 Aug
£83
4 Aug - 5 Aug
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Everything was gr8, ran out of hot water when 2nd person went into the shower. But gr8 place thx"

Reviewed on 27 Jul 2025

Berrima Bakehouse Motel
The Dormie House - On The Golf Course

The Dormie House - On The Golf Course

3.5 out of 5
Arthur Street, Moss Vale, NSW
Fully refundableReserve now, pay when you stay
8/10 Very Good! (628 reviews)
"My room looked out onto carpark and I felt very exposed so kept blinds down and had no view. It was a budget room so maybe this is the price I had to pay. Lounge and dining areas were lovely."

Reviewed on 22 Jul 2025

Get rates
The Dormie House - On The Golf Course
See all 1,605 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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What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

£118
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Bradman Oval and Don Bradman Museum & International Cricket Hall of Fame

Guided Don Bradman Cricket Tour From Sydney

£120
per adult
Guided Don Bradman Cricket Tour From Sydney
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 £1,131. 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.

* 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.