Southern Highlands Vacations from $3,271
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Your Southern Highlands Vacation
When you're ready to discover someplace new and exciting in the world, satisfy your wanderlust with a customized vacation 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 favorite with visitors from near and far. From the instant you book your Southern Highlands vacation to the second you come back home, Expedia has your back every step of the way.
The Latest Southern Highlands vacation packages
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Sydney Airport by IHG
Mascot
Price was $4,942, price is now $3,315 per person
$3,315
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
Great Wi-Fi, restaurants nearby, blackout curtains and reinforced windows mean this place is very quiet. Best of all it's very close to the train to the Opera House and the Airport.
Reviewed on Oct 24, 2026
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View all tripsWhere to stay in Southern Highlands
Find the best Southern Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Southern Highlands
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.
Stay near popular Southern Highlands attractions
What to do in Southern Highlands
Personalised wine tour experience in the beautiful NSW Southern Highlands
$170
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
$316
per adult
Southern Highlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$105 nightly
The price is $116 total per night from Nov 2 to Nov 3
$116 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
"Ottimo motel. Abbiamo apprezzato tutto, complimenti allo staff che lo gestisce; molto gradita la presenza di latte nellacucinotta a piano terra. Inoltre la località in cui si trova è veramente rilassante e piacevole da visitare."
Reviewed on Oct 28, 2026
The Gibraltar
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $189 total per night from Nov 10 to Nov 11
$189 total
Nov 10 - Nov 11
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Very comfortable stay. Friendly staff."
Reviewed on Oct 26, 2026
Moss Vale Holiday Park
43/53 Willow Drive Moss Vale NSW
$87 nightly
The price is $87 total per night from Nov 22 to Nov 23
$87 total
Nov 22 - Nov 23
Total with taxes and fees
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.
Find the Best Southern Highlands Vacation Packages
Southern Highlands Essential Information
Language | English |
|---|---|
Currency | Australian dollars |
Closest Airport | Kingsford Smith Intl. Airport (SYD) |
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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.
