Southern Highlands Holidays from NZ$1,379

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The Latest Southern Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Elegant Stay in Balmain With Pool Access

Elegant Stay in Balmain With Pool Access

2.5 out of 5
Balmain
Price was NZ$2,171, price is now NZ$1,379 per person
NZ$1,379
per person
18 Jan - 22 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

Bright & Spacious 1-bed in Vibrant Sydney

Bright & Spacious 1-bed in Vibrant Sydney

2.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$5,264, price is now NZ$2,898 per person
NZ$2,898
per person
22 Dec - 29 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was NZ$2,394, price is now NZ$1,427 per person
NZ$1,427
per person
25 Dec - 29 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very good! (1,005 reviews)
This hotel is so old, tired and worn. The room we stayed in only had a window into a pigeon nest area. Bed was up against wall on one side and only one pillow each. Spare pillow in wardrobe had no cover and blood stained! Avoid this pit at all costs. So many other choices nearby. Never ever again!!

Reviewed on 2 Nov 2026

Accommodation Sydney Hyde Park

Accommodation Sydney Hyde Park

3 out of 5
Darlinghurst
Price was NZ$4,559, price is now NZ$2,862 per person
NZ$2,862
per person
26 Dec - 1 Jan
found 8 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
7/10 Good! (22 reviews)
Perfect location, the host is amazing she helps us a a lot and she is friendly

Reviewed on 31 Oct 2026

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Price was NZ$4,166, price is now NZ$2,640 per person
NZ$2,640
per person
11 Dec - 14 Dec
found 6 hours ago
Return flight included
Christchurch (CHC) to Sydney (SYD)
10/10 Exceptional! (1 review)

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

Southern Highlands Holiday

Our pick of the best Southern Highlands Hotel Deals

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is NZ$204 per night from 2 Dec to 3 Dec
NZ$204
2 Dec - 3 Dec
includes taxes & fees
Berrima Bakehouse Motel
The Gibraltar

The Gibraltar

4 out of 5
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
The price is NZ$337 per night from 3 Nov to 4 Nov
NZ$337
3 Nov - 4 Nov
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Very comfortable stay. Friendly staff."

Reviewed on 26 Oct 2026

The Gibraltar
Moss Vale Holiday Park

Moss Vale Holiday Park

3 out of 5
43/53 Willow Drive Moss Vale NSW
The price is NZ$177 per night from 8 Nov to 9 Nov
NZ$177
8 Nov - 9 Nov
includes taxes & fees
8.8/10 Excellent! (86 reviews)
"Quite clean and comfortable very helpful will come back"

Reviewed on 31 Oct 2026

Moss Vale Holiday Park
See all 1,644 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

What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

NZ$302
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$562
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$1,379. 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.