Southern Highlands Vacation Packages
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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 favourite 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.
Top Southern Highlands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Rydges Darling Square Apartment Hotel
Sydney Central Business District
CA $2,446
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (1,563 reviews)
A great central to everything location. A short walk to train station and over to Darling Harbour. We went to the theatre and yet again just a short walk.
The property was well presented. The breakfast well worth it. Really enjoyed our stay.
The only downside was the communication with our booking we requested two beds in one of our two rooms booked. They had missed my emails and only prepared a queen size and had to quickly organise a trundle bed shoved in the room. This wasn’t ideal but we just dealt with it. This wouldn’t stop me from staying there again though as the in house customer service was good.
Reviewed on Jul 22, 2026
Rendezvous Hotel Sydney The Rocks
The Rocks
CA $2,533
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.6/10 Excellent! (2,898 reviews)
Great location and quite cool with the heritage. What was super disappointing was check out was 11 and we had someone come in our room at 10.05 without knocking and we where in the middle of showering
Reviewed on Aug 9, 2026
Where 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 Cecil Hoskins Nature Reserve.
Burradoo
Bars, gardens, and golf courses highlight some of the notable features of Burradoo. Make a stop by Cecil Hoskins Nature Reserve while you're exploring.
Mittagong Town Centre
1 out of top 10 points of interest in this area
While Mittagong Town Centre isn't home to many top sights, Destination Southern Highlands and Centennial Vineyards are some notable places to visit nearby.
New Berrima
Though New Berrima might not have many top sights, you can venture to the surrounding area to see attractions like Berrima Gaol and Harper's Mansion.
Braemar
The restaurants and gardens are just a few features travelers like about Braemar. If you want to do some sightseeing nearby, Destination Southern Highlands and Artemis Wines are a few top places to visit.
Ready to book your vacation to Southern Highlands?
Southern Highlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
CA $148
per night
Aug 18 - Aug 19
9.4/10 Exceptional! (1,009 reviews)
"This was a very clean and well situated motel in the heart of historic Berrima. The property was well-maintained and there was lots of information in the rooms on things to do around town. The amenities on property were perfect, with tea, coffee, hot chocolate and weetbix offered in room and toasters ..."
Reviewed on Aug 9, 2026
The Gibraltar
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
CA $237
per night
Aug 13 - Aug 14
8.4/10 Very good! (1,005 reviews)
"Great location and hotel with spacious, luxurious rooms."
Reviewed on Aug 9, 2026
The Imperial Motel
Cnr Bong Bong & Bundaroo Sts Bowral NSW
Fully refundableReserve now, pay when you stay
CA $168
per night
Aug 18 - Aug 19
8.6/10 Excellent! (1,004 reviews)
"This is our favourite place to stay. Comfortable, warm clean and very reasonably priced."
Reviewed on Aug 9, 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.
Stay near popular Southern Highlands attractions
Bendooley Estate Book Barn
9.4/10 (334 reviews)
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
9.2/10 (215 reviews)
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.
Destination Southern Highlands
9.2/10 (115 reviews)
Destination Southern Highlands is just one of the places to see in Mittagong, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.
Corbett Gardens
8.6/10 (79 reviews)
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 Highland Wines
8.6/10 (29 reviews)
You can enjoy a tasting or tour at Southern Highland Wines during your travels to Sutton Forest. Amble around this quaint area's picturesque gardens and enjoy its lively bars.
Bowral Golf Course
8.6/10 (61 reviews)
Enjoy a round of golf in Bowral at Bowral Golf Course. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.
Berrima Gaol
8.4/10 (116 reviews)
Learn about the local history of Bowral with a stop at Berrima Gaol. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.
Berrima Courthouse
8.8/10 (116 reviews)
You can spend time exploring the galleries in Berrima Courthouse during your trip to 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
CA $241
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
CA $445
per adult
Frequently asked questions
How much does a Southern Highlands vacation package cost?
Get your credit card ready, because a getaway to Southern Highlands starts from an affordable CA $2,425. When you bundle your flights, hotels and car rentals into a vacation package, you'll score great deals.
How do I get a cheap travel package to Southern Highlands?
Booking a Southern Highlands vacation package with Expedia is one of the easiest ways to save. We offer access to over 550 airlines and 1,000,000 properties across the globe. With such a fabulous range to pick from, you'll have no trouble creating your dream trip.
What are the top hotels in Southern Highlands?
Briars Country Lodge and Berida Hotel know how to make their guests feel at home in Bowral. If your itinerary also includes Mittagong, look up Mittagong Motel and Cabin - Mittagong Caravan Park. Both are popular with travelers.
How far in advance should I book my Southern Highlands vacation?
Earlier is always better. Airlines usually advertise flights up to a year prior to departure, and this is a great opportunity to land some rock-bottom prices. Boss just told you to use up some vacation time next month? No need to worry. Expedia are never short of fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Southern Highlands travel package include?
Much of that depends on you. You can choose from a variety of Southern Highlands packages, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your perfect Southern Highlands break looks like, get set to save!
What should I know before booking a Southern Highlands travel package?
Bundling your bookings into a Southern Highlands vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Southern Highlands Expedia vacation package?
You can, and with more than 550 airlines to select from globally, you're not short on choice. Take a look at the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Southern Highlands vacation package?
Yes you can, and we'll help you every step of the way. You may be able to change or cancel your Southern Highlands vacation package at no cost within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, visit our Customer Service Portal for further information.
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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.
