Southern Highlands Holidays from AU$845

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Southern Highlands Holiday

When you're ready to discover someplace new and exciting in the world, satisfy your wanderlust with a customised holiday 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 holiday to the second you come back home, Expedia has your back every step of the way.

The Latest Southern Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Lovely Harbourside 1-bed Close To Sydney Landmarks

Lovely Harbourside 1-bed Close To Sydney Landmarks

Kurraba Point
Save 100% on your flight
AU$845
per person
9 Nov - 14 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
Spacious 3-bed Family House With Courtyard

Spacious 3-bed Family House With Courtyard

Balmain
AU$1,348
per person
9 Nov - 14 Nov
found 18 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
Gorgeous 2-bed Unit Near Riverside Parks

Gorgeous 2-bed Unit Near Riverside Parks

Chiswick
Save 100% on your flight
AU$893
per person
9 Nov - 14 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
Cosy Studio With City Views

Cosy Studio With City Views

Darlinghurst
AU$992
per person
14 Oct - 21 Oct
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

Alexandria
AU$1,373
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews

Our guide on 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
A white picket fence with a sign that reads "ENTRY" and an arrow pointing to the right.

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.

A green field with a mountain range in the background.

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.

Default Image

New Berrima

While New Berrima may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Berrima Gaol and Harper's Mansion.

Default Image

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 Mount Jellore Lookout are some notable places to visit nearby.

Default Image

Welby

Though Welby may not have many top sights, you can venture to the surrounding area to see attractions like Artemis Wines and Destination Southern Highlands.

Southern Highlands Holiday

Things to do near Southern Highlands

The Southern Highlands offers a perfect getaway for outdoor enthusiasts, featuring stunning scenery and thrilling adventures. Visitors can explore recreational areas, indulge in wine tours, and enjoy a round of golf. This region is ideal for weekend getaways, providing some of the best experiences in nature and relaxation. Whether you're seeking adventure or a tranquil retreat, the Southern Highlands has something for everyone.

Shopping

For unique gifts, visit Bendooley Estate Book Barn, a charming store 8.0km from Southern Highlands. If you're after a larger shopping experience, Stocklands Shellharbour, 38.6km away, offers a variety of shops and entertainment. Don’t miss the Kiama Seaside Markets, 43.5km away, for local treasures.

Recreation

At Bowral Golf Course, indulge in a serene golfing experience surrounded by picturesque landscapes. Croom Regional Sporting Complex offers a dynamic atmosphere for sports enthusiasts, while Kiama Bowling & Recreation Club provides a tranquil space for relaxation and wellness activities amidst delightful surroundings.

Adventure

Experience the thrills at Jamberoo Action Park, a vibrant waterpark 35.4km from Southern Highlands, offering exciting rides and family fun. Explore the Illawarra Fly Treetop Walk, 29.0km away, where you can immerse yourself in nature with stunning views from the treetops.

Nightlife

The Southern Highlands boasts a charming nightlife with cosy pubs and vibrant bars. Visit The Bowral Hotel for a relaxed atmosphere and local brews, or enjoy live music at the Robertson Inn. Don't miss the unique cocktails at the St. Jude's Cellars for a delightful evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Southern Highlands

The Southern Highlands in New South Wales offers an ideal setting for outdoor enthusiasts and adventure seekers. Visitors can explore various attractions such as nature reserves, visitor centres, and monasteries, perfect for family outings. Key points of interest include the Southern Highlands Welcome Centre and renowned Scottish Highland attractions, ensuring a memorable experience for all travellers. Whether you're seeking scenic beauty or thrilling activities, the Southern Highlands has something for everyone.

  • Cecil Hoskins Nature Reserve: Located 1.4km from Southern Highlands, this serene reserve offers a tranquil escape into nature. With its friendly atmosphere, you can enjoy leisurely walks, birdwatching, and the beauty of native flora, making it perfect for relaxation and connecting with the outdoors.
  • Corbett Gardens: Situated 6.4km away, this stunning flower garden is ideal for families. Immerse yourself in a vibrant display of seasonal blooms while enjoying picnics and leisurely strolls. The outdoor setting promotes a sense of community and joy.
  • Berrima Gaol: Just 8.0km from Southern Highlands, this historic site offers a glimpse into the region's past. Explore the fascinating architecture and learn about its intriguing history, immersing yourself in the rich culture of the area.

Tips to save on your trip to Southern Highlands

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Southern Highlands.
  • Consider traveling during the off-peak season (typically May and August to September) for more affordable package holidays to Southern Highlands.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Southern Highlands Essential Information

Language
English
Currency
Australian dollars
Closest Airport
Kingsford Smith Intl. Airport (SYD)
Top Sights
Corbett Gardens, Glow Worm Glen and Leighton Gardens

Our pick of the best Southern Highlands Hotel Deals

Berrima Bakehouse Motel

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW
AU$168
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Absolutely gorgeous grounds. Clean and comfortable rooms. Effortless check-in and out. Would highly recommend."

Reviewed on 16 Aug 2026

Berrima Bakehouse Motel
The Gibraltar

The Gibraltar

Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
AU$261
7 Sept - 8 Sept
includes taxes & fees
The Gibraltar
Peppers Craigieburn

Peppers Craigieburn

Centennial Road Bowral NSW
Fully refundableReserve now, pay when you stay
AU$229
6 Sept - 7 Sept
includes taxes & fees
Peppers Craigieburn
See all 1,645 properties in Southern Highlands
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.
See properties

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 lively bars.
See properties

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.
See properties

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 top-notch restaurants.
See properties

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.
See properties

Moss Vale Golf Club

8.6/10 (61 reviews)
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.
See properties

Berrima Gaol

8.4/10 (116 reviews)
Learn about the local history of Bowral when you take a trip to Berrima Gaol. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.
See properties

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.
See properties

What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

AU$245
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off

Sydney Wine Tasting & Southern Highlands with Pick up & drop off

AU$455
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
See all activities in Southern Highlands

Frequently asked questions

How much does a Southern Highlands holiday package cost?
Get your credit card ready, because a getaway to Southern Highlands starts from an affordable AU$845. When you bundle your flights, hotels and car rentals into a holiday package, you'll score great deals.
How do I get a cheap travel package to Southern Highlands?
Booking a Southern Highlands holiday 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 travellers.
How far in advance should I book my Southern Highlands holiday?
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 holiday 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 holiday package is the most convenient way to organise 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 holiday 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 holiday 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 holiday 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.