Southern Highlands Vacations from $1,688
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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.
Rydges Cronulla Beachside
Cronulla
Price was $1,998, price is now $1,688 per person
$1,688
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.6/10 Excellent! (979 reviews)
Fantastic view and position. Say no more
Reviewed on Apr 27, 2026
YEHS Hotel Sydney QVB
Sydney Central Business District
Price was $2,102, price is now $1,777 per person
$1,777
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,009 reviews)
Aircon was perfect during my stay. There’s small window that I can see people activity outside
The Woolworth shop seemed open 24 hours and convenient to buy things I need. Basically I really enjoyed staying in this hotel. My room was spotless and big enough to put my language even for 2 people. Next time visit I’ll stay in this hotel again
Reviewed on Apr 27, 2026
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See all available trips from Columbus to Southern Highlands
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.
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.
Centennial Vineyards
5/5(1 review)
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.
Glow Worm Glen
5/5(1 review)
Commune with nature and explore the great outdoors at Glow Worm Glen during your travels in Bundanoon. Wander around the gardens in this relaxing area, or simply enjoy its coffeehouses.
What to do in Southern Highlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
$326
per adult
Southern Highlands Hotel Deals
The Gibraltar
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $158 total per night from May 19 to May 20
$158 total
May 19 - May 20
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
It is a great place to host group functions or having a group golf weekend getaway. Professional customer services. However, the place is a bit outdated and a refurbishment would bring back the glory.
Reviewed on Apr 27, 2026
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$110 nightly
The price is $121 total per night from Apr 29 to Apr 30
$121 total
Apr 29 - Apr 30
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
It’s a good place to rest!
Reviewed on Apr 28, 2026
Berida Hotel
6 David Street Bowral NSW
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $161 total per night from May 12 to May 13
$161 total
May 12 - May 13
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Highly recommended, the accommodation and food are top notch
Reviewed on Apr 19, 2026
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.
