Southern Highlands Holidays from NZ$1,159

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The Latest Southern Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
Save 100% on your flight
NZ$1,159
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
Stylish Inner City 2-bed Unit by Fig Lane Park

Stylish Inner City 2-bed Unit by Fig Lane Park

Ultimo
Save 100% on your flight
NZ$1,676
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
Christchurch (CHC) to Sydney (SYD)
No reviews
Central Redfern Home With Balcony Escape

Central Redfern Home With Balcony Escape

Redfern
Save 100% on your flight
NZ$1,588
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
Christchurch (CHC) to Sydney (SYD)
No reviews
Bright Stay in Sydney With Harbour Bridge Views

Bright Stay in Sydney With Harbour Bridge Views

Surry Hills
Save 100% on your flight
NZ$1,297
per person
19 Nov - 23 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
Save 100% on your flight
NZ$2,693
per person
29 Oct - 1 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very good! (2,903 reviews)
Complaint already in n hand with Expedia.

Reviewed on 17 Sept 2026

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.

Find hotels in Moss Vale
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.

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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 Artemis Wines are some notable places to visit nearby.

Find hotels in Mittagong Town Centre
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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.

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Renwick

Renwick might not have many top sights, but Destination Southern Highlands and Artemis Wines are two attractions nearby that you can check out.

Find hotels in Renwick

Southern Highlands Holiday

Our pick of the best Southern Highlands Hotel Deals

Berrima Bakehouse Motel

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW
NZ$208
20 Sept - 21 Sept
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Nice clean & quiet motel to stay for a get away."

Reviewed on 17 Sept 2026

Berrima Bakehouse Motel
The Gibraltar

The Gibraltar

Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
NZ$328
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Staff and room cleaning was wonderful"

Reviewed on 18 Sept 2026

The Gibraltar
Moss Vale Holiday Park

Moss Vale Holiday Park

43/53 Willow Drive Moss Vale NSW
NZ$158
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (74 reviews)
"Great value for money and very clean. Cheers 👍"

Reviewed on 17 Sept 2026

Moss Vale Holiday Park
See all 1,641 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 lively bars.
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.
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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.
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

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 lively bars.
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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.
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Santi Forest Monastery

6.8/10 (10 reviews)
You can find out about the history of Bundanoon with a trip to Santi Forest Monastery. Wander around the gardens in this relaxing area or simply enjoy its bars.
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What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

NZ$294
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

NZ$545
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 NZ$1,159. 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.

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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.