Southern Highlands Vacations from ￥143,615

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The Latest Southern Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Harbour Rocks Hotel

Harbour Rocks Hotel

5 out of 5
The Rocks
per person
Jun 4 - Jun 8
found 18 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.8/10 Excellent! (1,004 reviews)
The Hotel was conveniently located with restaurants and shopping nearby.

Reviewed on Apr 20, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Jun 4 - Jun 8
found 18 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
The Ovolo was a unique hotel that had a lot of great features. There were issues with the washroom. The lighting was insanely poor for putting on makeup. The shower leaked out all over the floor and the shower mat was quite inadequate. These issues, unfortunately, made a great room less than great.

Reviewed on Apr 16, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.4/10 Very Good! (1,914 reviews)
Property could use some superficial repair and updating but for the location and price it is great!

Reviewed on Apr 29, 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
per person
Jun 4 - Jun 8
found 18 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.4/10 Very Good! (1,010 reviews)
Hi It is a good hotel but alittle expensive. The breakfast is good. Expected more kitchen facilities in the room. Generally good!

Reviewed on Apr 29, 2025

The York by Swiss-Belhotel International

The York by Swiss-Belhotel International

4.5 out of 5
Sydney Central Business District
per person
Jun 4 - Jun 8
found 18 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (2,318 reviews)
This property was recommended by a friend. We really liked it because it's an apartment and one can cook (if one wants to!), do laundry etc. We only used the kitchen for tea and coffee. However, I have to say the utensils, silverware, crockery provide is bare minimum! We were only two people yet we had to wash the cups/mugs/spoons etc. every time. If you're more people, beware. Some members of the staff were very helpful; others didn't seem to know much about the area; could be new employees. Overall, I would recommend this place - we may use it again if we visit Sydney!

Reviewed on Apr 19, 2025

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
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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

Find the Best Southern Highlands Vacation Packages

Southern Highlands Hotel Deals

Park Proxi Gibraltar Bowral
Park Proxi Gibraltar Bowral
3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is ￥19,034 per night from May 4 to May 5
￥19,034
￥20,938 total
includes taxes & fees
May 4 - May 5
8.4/10 Very Good! (1,001 reviews)
"We enjoyed our stay at the Park Proxi which is conveniently located within close proximity to the centre of Bowral . Kids had lots of fun at the pool and breakfast variety was pretty good as well . However , we had an issue with TV in our room which made it hard to entertain kids in the evening. ..."

Reviewed on Apr 27, 2025

Park Proxi Gibraltar Bowral
Berrima Bakehouse Motel
Berrima Bakehouse Motel
3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is ￥15,684 per night from May 8 to May 9
￥15,684
￥17,252 total
includes taxes & fees
May 8 - May 9
9.2/10 Wonderful! (999 reviews)
"Could not fault the accommodation or staff in any way. Staff were incredibly friendly and helpful and everything was just a breeze. Beautifully placed in a gorgeous garden area and so close to everything you could possibly need."

Reviewed on Apr 28, 2025

Berrima Bakehouse Motel
Peppers Craigieburn
Peppers Craigieburn
4.5 out of 5
Centennial Road, Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is ￥14,776 per night from May 11 to May 12
￥14,776
￥16,253 total
includes taxes & fees
May 11 - May 12
8/10 Very Good! (993 reviews)
"Stay was good, however dining experience was not that great. Time taken between courses was too long (Over 2hrs in total)"

Reviewed on Apr 24, 2025

Peppers Craigieburn
See all 1,520 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.

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 ￥143,615. 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.

What to do in Southern Highlands

Bradman Oval and Don Bradman Museum & International Cricket Hall of Fame

Guided Don Bradman Cricket Tour From Sydney

￥22,513
per adult
Guided Don Bradman Cricket Tour From Sydney
See all activities in Southern Highlands
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.