Southern Highlands Vacations from $557
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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 Harbour Suites
Sydney Central Business District
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sydney (SYD)
8.2/10 Very Good! (2,157 reviews)
The staff were excellent the apartment was roomy and the hotel has easy access to train , ferry and attractions
Reviewed on Jul 14, 2025
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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 top-notch restaurants.
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.
What to do in Southern Highlands
Personalised wine tour experience in the beautiful NSW Southern Highlands
$162
per adult
Southern Highlands Hotel Deals
Park Proxi Gibraltar Bowral
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundable
$129 nightly
The price is $142 total per night from Jul 20 to Jul 21
$142 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (1,003 reviews)
Hidden Gems
"Very good experience! Very friendly staff and very yummy breakfast buffet! My wife and kids love the stay very much!"
Reviewed on Jul 8, 2025
The Dormie House - On The Golf Course
Arthur Street, Moss Vale, NSW
Fully refundableReserve now, pay when you stay
8/10 Very Good! (625 reviews)
"Renovated room and other renovations in progress. Great staff! Good dining and bar facilities on site. Standard room is small, but well renovated, warm and great bed. Overall a very pleasant and affordable stay"
Reviewed on Jul 7, 2025
Berrima Bakehouse Motel
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
$102 nightly
The price is $112 total per night from Jul 20 to Jul 21
$112 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Lots of thoughtful little extras. Clean and comfy. Centrally located to cafes and historical buildings."
Reviewed on Jul 12, 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.
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.