Southern Highlands Vacations from $1,675
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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.
North Ryde Guest House
North Ryde
Price was $2,983, price is now $1,689 per person
$1,689
per person
Mar 1 - Mar 3
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
7.4/10 Good! (336 reviews)
The place is a older wooden building. The place was clean and tidy. My room was clean, even it's at the front of the building, it's quiet. There's no staff around but text messages are clear and easy to follow when I first arrived.
Met the cleaning lady called Lee at checkout time. Lee was friendly and helpful. I let her know that I will use the guest house next time I come back.
Reviewed on Oct 25, 2025
APX Parramatta
Rosehill
Price was $2,988, price is now $1,694 per person
$1,694
per person
Mar 1 - Mar 3
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
7.4/10 Good! (1,001 reviews)
2 bedroom apartment was very spacious & very clean. Was only a one night stay for us, but the apartment appeared to have everything you would need for a longer stay. Beds were comfy, not much traffic noise at all despite being on a main road. Lots of car parks. Would definitely stay here again.
Reviewed on Dec 21, 2025
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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 lively bars.
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 lively bars.
Bowral Golf Course
Enjoy a round of golf in Bowral at Bowral Golf Course. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.
What to do in Southern Highlands
Personalised wine tour experience in the beautiful NSW Southern Highlands
$165
per adult
Sydney Wine Tasting-Southern Highlands with Pick up & drop off
$265
per adult
Southern Highlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$100 nightly
The price is $110 total per night from Jan 12 to Jan 13
$110 total
Jan 12 - Jan 13
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
Very clean, great location for a rest before we set off for further travel. Easy check in.
Reviewed on Jan 3, 2026
Park Proxi Gibraltar Bowral
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $162 total per night from Feb 1 to Feb 2
$162 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
The hotel was clean, well maintained, and clearly cared for, which made for a pleasant first impression. The room was exceptionally spacious and offered stunning, uninterrupted views of the lake. The bathroom was also generously sized, and the shower delivered excellent water pressure and strong, ...
Reviewed on Jan 6, 2026
Links House
17 Links Road Burradoo NSW
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $148 total per night from Feb 10 to Feb 11
$148 total
Feb 10 - Feb 11
Total with taxes and fees
8.8/10 Excellent! (754 reviews)
The staff was wonderful at Links House and brekky was amazing! Thanks so much for having us!
Reviewed on Jan 6, 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.
