Southern Highlands Holidays from AU$447

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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.
Amore At The Beach

Amore At The Beach

4 out of 5
Save 100% on your flight
Price was AU$756, price is now AU$447 per person
AU$447
per person
1 Nov - 5 Nov
found 20 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.8/10 Excellent! (579 reviews)
Cozy and close to town and marina.

Reviewed on 18 Feb. 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was AU$2,123, price is now AU$990 per person
AU$990
per person
10 Nov - 16 Nov
found 19 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,001 reviews)
Despite being right in the middle of the city it was quiet and nice. Also for a small room it was still spacious and well equipped

Reviewed on 30 Aug. 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was AU$2,001, price is now AU$1,039 per person
AU$1,039
per person
10 Nov - 16 Nov
found 19 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,250 reviews)
Happy with room and extra bed.

Reviewed on 7 Sep. 2025

Beachfront Shoal Bay

Beachfront Shoal Bay

3.5 out of 5
Save 100% on your flight
Price was AU$896, price is now AU$511 per person
AU$511
per person
1 Nov - 5 Nov
found 20 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.4/10 Exceptional! (74 reviews)
A great spot, perfect for kids and within walking distance of everything. The beach being so close was awesome!

Reviewed on 21 Apr. 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,423, price is now AU$849 per person
AU$849
per person
23 Oct - 27 Oct
found 20 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,004 reviews)
The only issue was the noise from a rooftop bar about 2 doors down playing doof doof music til well after midnight was clearly heard, not much sleep. Obviously beyond control of the hotel though which is a shame as one the whole it was a pleasant experience from the lovely room to the always very pleasant staff.

Reviewed on 7 Sep. 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

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$190 per night from 9 Sept to 10 Sept
AU$190
9 Sept - 10 Sept
includes taxes & fees
Berrima Bakehouse Motel
Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

4 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 16 Sept to 17 Sept
AU$239
16 Sept - 17 Sept
includes taxes & fees
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$147 per night from 8 Oct to 9 Oct
AU$147
8 Oct - 9 Oct
includes taxes & fees
The Dormie House - On The Golf Course
See all 1,616 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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beach holidays
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Discover the most popular places to visit in Southern Highlands

Bendooley Estate Book Barn

4.5/5(71 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 top-notch restaurants.

Bendooley Estate Book Barn

Centennial Vineyards

4.5/5(39 reviews)

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 lively bars.

Centennial Vineyards

Corbett Gardens

5/5(4 reviews)

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
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
See all activities in Southern Highlands
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.