Southern Highlands Vacations from ￥143,543

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The Latest Southern Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Atura Blacktown

Atura Blacktown

4 out of 5
Prospect
Price was ￥187,468, price is now ￥143,543 per person
￥143,543
per person
Aug 20 - Aug 24
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
The hotel itself was great. The food at the restaurant was the worse I’ve had in a long time and to make it sting a little more, it was a little more expensive then the usual

Reviewed on Jul 3, 2026

Thriving City Location, Dining hub Near CBD

Thriving City Location, Dining hub Near CBD

2.5 out of 5
Pyrmont
Price was ￥249,663, price is now ￥175,890 per person
￥175,890
per person
Sep 10 - Sep 14
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
No reviews

King Size Studio With Water View, Walk To The City

King Size Studio With Water View, Walk To The City

2.5 out of 5
Woolloomooloo
Price was ￥249,635, price is now ￥182,067 per person
￥182,067
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
No reviews

Modern 1-bed With Tamarama Beach Views

Modern 1-bed With Tamarama Beach Views

2 out of 5
Tamarama
Price was ￥250,033, price is now ￥182,342 per person
￥182,342
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
No reviews

Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was ￥269,864, price is now ￥206,188 per person
￥206,188
per person
Sep 3 - Sep 9
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
9.4/10 Exceptional! (947 reviews)
This is such a cool hotel. Small room doesn’t even feel that small. Comfortable and modern. Staff are really friendly. Well priced too. Highly recommend.

Reviewed on Jul 17, 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
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 Cecil Hoskins Nature Reserve.

Find hotels in Moss Vale

Find the Best Southern Highlands Vacation Packages

Southern Highlands Hotel Deals

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is ￥17,012 per night from Aug 17 to Aug 18
￥17,012
￥19,025 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Great place, very clean, beautiful environment, staff were very friendly and helpful....Highly recommended"

Reviewed on Jul 15, 2026

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 ￥27,323 per night from Jul 27 to Jul 28
￥27,323
￥30,055 total
Jul 27 - Jul 28
includes taxes & fees
The Gibraltar
Links House

Links House

4 out of 5
17 Links Road Burradoo NSW
The price is ￥22,515 per night from Aug 18 to Aug 19
￥22,515
￥25,103 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (794 reviews)
"Links house has a very cosy vibe. The restaurant dining was superb and the complimentary breakfast was a lovely added bonus. Staff were very friendly and attentive. Thoroughly enjoyed our stay there."

Reviewed on Jul 12, 2026

Links House
See all 1,637 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

￥27,449
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

￥47,017
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 vacation package cost?
Get your credit card ready, because a getaway to Southern Highlands starts from an affordable ￥143,543. 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.