Southern Highlands Vacations from $1,281
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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.
YEHS Hotel Sydney CBD
Sydney Central Business District
Price was $1,643, price is now $1,281 per person
$1,281
per person
Jun 2 - Jun 6
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
8.2/10 Very Good! (1,010 reviews)
The bed was uncomfortable and room was small
Reviewed on Apr 27, 2026
The Capitol Hotel Sydney
Haymarket
Price was $1,991, price is now $1,744 per person
$1,744
per person
Jun 20 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
9/10 Wonderful! (920 reviews)
The room although small was very comfortable, the bed and pillows were lovely! Quiet as well. Could use some more storage space if you were staying more than 1-2 nights. Staff friendly and accommodating.
Reviewed on Apr 27, 2026
Nesuto Woolloomooloo Sydney Apartments
Woolloomooloo
Price was $1,997, price is now $1,753 per person
$1,753
per person
Jun 20 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
Close to the CBD and Botanical Gardens
Reviewed on Apr 22, 2026
Don't see what you're looking for?
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
Personalised wine tour experience in the beautiful NSW Southern Highlands
$176
per adult
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
$143 nightly
The price is $157 total per night from May 24 to May 25
$157 total
May 24 - May 25
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Perfect....didn't want to leave
Reviewed on Apr 29, 2026
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$109 nightly
The price is $119 total per night from May 3 to May 4
$119 total
May 3 - May 4
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
Beautiful setting by the river and so convenient.
Reviewed on Apr 29, 2026
Berida Hotel
6 David Street Bowral NSW
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $167 total per night from May 20 to May 21
$167 total
May 20 - May 21
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Small room - Pettit Double, but good bed and nice shower. Everything I needed really.
Reviewed on Apr 29, 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.
