Southern Highlands Holidays from AU$491

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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.
Native Rose Hotel

Native Rose Hotel

2 out of 5
Rozelle
Save 100% on your flight
per person
7 Sept - 14 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9/10 Wonderful! (2 reviews)
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
2 Oct - 6 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Beautiful interior finishes! Located close to everything needed for a great break away!

Reviewed on 29 Jul. 2025

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Save 100% on your flight
per person
24 Sept - 28 Sept
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.8/10 Excellent! (930 reviews)
Beautiful room and staff. Thank you Ming for your help. Would highly recommend a stay at this property.

Reviewed on 26 Jul. 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
29 Aug - 31 Aug
found 16 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,157 reviews)
Superb location, easy to get around.

Reviewed on 28 Jul. 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

3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 31 July to 1 Aug
AU$239
31 July - 1 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 AU$170 per night from 3 Aug to 4 Aug
AU$170
3 Aug - 4 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
The price is AU$144 per night from 31 July to 1 Aug
AU$144
31 July - 1 Aug
includes taxes & fees
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

The Dormie House - On The Golf Course
See all 1,611 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

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

Bendooley Estate Book Barn

Centennial Vineyards

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 top-notch restaurants.

Centennial Vineyards

Corbett Gardens

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
Bradman Oval and Don Bradman Museum & International Cricket Hall of Fame

Guided Don Bradman Cricket Tour From Sydney

AU$249
per adult
Guided Don Bradman Cricket Tour From Sydney
See all activities in Southern Highlands

Frequently asked questions

How much does a Southern Highlands holiday package cost?
Get your credit card ready, because a getaway to Southern Highlands starts from an affordable AU$491. When you bundle your flights, hotels and car rentals into a holiday package, you'll score great deals.
How do I get a cheap travel package to Southern Highlands?
Booking a Southern Highlands holiday package with Expedia is one of the easiest ways to save. We offer access to over 550 airlines and 1 000 000 properties across the globe. With such a fabulous range to pick from, you'll have no trouble creating your dream trip.
What are the top hotels in Southern Highlands?
Briars Country Lodge and Berida Hotel know how to make their guests feel at home in Bowral. If your itinerary also includes Mittagong, look up Mittagong Motel and Cabin - Mittagong Caravan Park. Both are popular with travellers.
How far in advance should I book my Southern Highlands holiday?
Earlier is always better. Airlines usually advertise flights up to a year prior to departure, and this is a great opportunity to land some rock-bottom prices. Boss just told you to use up some holiday time next month? No need to worry. Expedia are never short of fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Southern Highlands travel package include?
Much of that depends on you. You can choose from a variety of Southern Highlands packages, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your perfect Southern Highlands break looks like, get set to save!
What should I know before booking a Southern Highlands travel package?
Bundling your bookings into a Southern Highlands holiday package is the most convenient way to organise your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Southern Highlands Expedia holiday package?
You can, and with more than 550 airlines to select from globally, you're not short on choice. Take a look at the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Southern Highlands holiday package?
Yes you can, and we'll help you every step of the way. You may be able to change or cancel your Southern Highlands holiday package at no cost within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, visit our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.