Southern Highlands Vacations from $1,267
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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.
APX World Square
Haymarket
Price was $1,950, price is now $1,582 per person
$1,582
per person
Mar 4 - Mar 9
found 22 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Sydney (SYD)
8/10 Very Good! (2,719 reviews)
Spacious and roomy with a little kitchenette. Location was great grocery store right across the street. They kept our luggage for us after we checked out for a few hours.
Reviewed on Jan 27, 2026
Establishment Hotel
Sydney Central Business District
Price was $2,012, price is now $1,705 per person
$1,705
per person
Mar 4 - Mar 9
found 22 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Sydney (SYD)
9/10 Wonderful! (658 reviews)
Extremely convenient, great bars down stairs. Great service.
Reviewed on Jan 18, 2026
APX Darling Harbour
Sydney Central Business District
Price was $1,754, price is now $1,488 per person
$1,488
per person
Mar 17 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
7.6/10 Good! (1,001 reviews)
Room was great, huge bed,location amazing but the men front of house, not that happy or helpful
Reviewed on Jan 6, 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 lively bars.
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.
Moss Vale Golf Club
Enjoy a round of golf in Bowral at Moss Vale Golf Club. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.
Southern Highlands Hotel Deals
Park Proxi Gibraltar Bowral
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $169 total per night from Feb 19 to Feb 20
$169 total
Feb 19 - Feb 20
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
This accommodation had the comfiest bed and pillows my husband and I have ever experienced. I'm also pregnant at the moment so that was a huge thing for me! Someone was always at Reception when we needed them and the bar and restaurant had such amazing food and drinks that made it enjoyable to stay ...
Reviewed on Jan 18, 2026
The Robertson Hotel
1 Fountaindale Rd Robertson NSW
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $113 total per night from Jan 29 to Jan 30
$113 total
Jan 29 - Jan 30
Total with taxes and fees
7.8/10 Good! (354 reviews)
Staff were incredibly welcoming and made sure we were looked after.
Reviewed on Jan 22, 2026
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$110 nightly
The price is $121 total per night from Feb 25 to Feb 26
$121 total
Feb 25 - Feb 26
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
Clean & spacious room, great shower and supplies. Bed wasn’t the most comfortable.
Reviewed on Jan 17, 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.
