Southern Highlands Vacations from $1,035
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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 $1,256, price is now $1,035 per person
$1,035
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.2/10 Very Good! (1,009 reviews)
Nice stay. Close to everything. Staff very helpful
Reviewed on Oct 18, 2025
APX Darling Harbour
Sydney Central Business District
Price was $2,477, price is now $1,994 per person
$1,994
per person
Dec 26 - Dec 31
found 22 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sydney (SYD)
7.6/10 Good! (1,002 reviews)
Second time staying here and will stay again. Friendly staff, very convenient location at darling harbour. Comfortable rooms
Reviewed on Oct 5, 2025
InterContinental Sydney Double Bay by IHG
Double Bay
Price was $4,911, price is now $4,065 per person
$4,065
per person
Dec 22 - Dec 27
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
9/10 Wonderful! (587 reviews)
Seems the room didnt get clean for 2 days. Garbage not picked up. No bathroom supplies ie toilet paper
Reviewed on Oct 16, 2025
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was $1,282, price is now $1,088 per person
$1,088
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.2/10 Very Good! (2,335 reviews)
Handy location good size rooms
Reviewed on Oct 19, 2025
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 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.
Corbett Gardens
After visiting Corbett Gardens, make a plan to see the other sights and activities in Bowral. 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
$139 nightly
The price is $153 total per night from Nov 2 to Nov 3
$153 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Bowral trip
"Was good. Lotus restaurant food was nice. Plenty of on site parking"
Reviewed on Oct 10, 2025
Berrima Bakehouse Motel
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
$103 nightly
The price is $114 total per night from Oct 28 to Oct 29
$114 total
Oct 28 - Oct 29
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"Everything was really nice. Only issues we had were with the iron and its table."
Reviewed on Oct 19, 2025
Bundanoon Hotel
6-18 Erith Street, Bundanoon, NSW
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $76 total per night from Oct 20 to Oct 21
$76 total
Oct 20 - Oct 21
Total with taxes and fees
7.6/10 Good! (435 reviews)
"The hotel is old but was mostly OK. Windows in our room needed a wash. Our room was not serviced in the 4 days we stayed - did not know you had to ask to have it done."
Reviewed on Oct 7, 2025
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.
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.
