Southern Highlands Holidays from AU$364

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
6 Sept - 8 Sept
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun. 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
18 Sept - 22 Sept
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.2/10 Very Good! (2,157 reviews)
Good customer service

Reviewed on 23 Jul. 2025

Quest Bella Vista

Quest Bella Vista

4 out of 5
Bella Vista
Save 100% on your flight
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
9/10 Wonderful! (624 reviews)
From start to finish the service was fantastic.

Reviewed on 4 Jun. 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Save 100% on your flight
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
9/10 Wonderful! (570 reviews)
wonderful get away, five star experience. Breakfast is a must!

Reviewed on 24 Jun. 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
6 Sept - 8 Sept
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.6/10 Excellent! (1,007 reviews)
Right in the middle of everything, light rail just across the road, staff were excellent and nothing was a problem. Water in the rooms would have been better but only a minor issue

Reviewed on 21 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
The price is AU$239 per night from 28 July to 29 July
AU$239
28 July - 29 July
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"I loved the bath, the staff were excellent. Parking was easy, food was good. I enjoyed my stay immensely. wifi was a bit patchy,"

Reviewed on 21 Jul. 2025

Park Proxi Gibraltar Bowral
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$153 per night from 24 July to 25 July
AU$153
24 July - 25 July
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
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 28 July to 29 July
AU$170
28 July - 29 July
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"We couldn't have asked for more. Everything was catered for, and the comfort and quality of Rosier Cottage easily rivalled many top-tier motels. Great value for money."

Reviewed on 18 Jul. 2025

Berrima Bakehouse Motel
See all 1,601 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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

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$364. 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.