Southern Highlands Vacations from ￥163,479

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The Latest Southern Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bankstown Motel 10

Bankstown Motel 10

4 out of 5
Greenacre
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
4.4/10 (9 reviews)
Unfortunately our stay was not the best. Upon arrival into the room we immediately found an iron stain on one of the bedside tables. My sister dropped something and when she picked it up found dog food under the bed. The bathroom sink leaked to the point multiple towels were needed just so we did not slip and even though i booked a room for 4 people, 2 twin beds we got 1 single blanket. It was well after reception closed when we realised so we had no choice but to deal with it. Staff were apologetic when we notified them but all we got told was the maintenance person knew about the tap, hopefully it gets tidied up. At first i tried to pass it off, we paid $300 for the room but after i have thought about it im pretty frustrated. The staff were lovely but the amenities were not great. Look elsewhere if you can.

Reviewed on Feb 27, 2024

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
per person
Sep 17 - Sep 24
found 17 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.4/10 Very Good! (1,002 reviews)
Had a staycation in city with my kids and we loved the convenient of the hotel location. Friday night market and Sat we walked around for kids to play and eat.

Reviewed on Jul 22, 2025

Travelodge Hotel Hurstville Sydney

Travelodge Hotel Hurstville Sydney

3.5 out of 5
Hurstville
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
9.4/10 Exceptional! (497 reviews)
I like this place so muchhhh

Reviewed on Jul 24, 2025

Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

4 out of 5
Sydney Central Business District
per person
Sep 25 - Sep 29
found 15 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,455 reviews)
Clean property, incredible bed (in my opinion), and the balcony was a nice touch. All staff i encountered were very helpful and very friendly, decent value in room dining (again my opinion). Close to the ICC (5-10 min walk). We had a wonderful stay and will definately return best sydney hotel i've been to in 2 years. Bonus points for the food and beverage vouchers for looking out for the environment.

Reviewed on Jul 16, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Oct 17 - Oct 21
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
Really quirky hotel with friendly staff, good location, clean, comfortable and sizeable room

Reviewed on Jul 28, 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 ￥21,010 per night from Aug 5 to Aug 6
￥21,010
￥23,111 total
Aug 5 - Aug 6
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Lovely smell in foyer"

Reviewed on Jul 24, 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 ￥14,873 per night from Aug 14 to Aug 15
￥14,873
￥16,360 total
Aug 14 - Aug 15
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Everything was gr8, ran out of hot water when 2nd person went into the shower. But gr8 place thx"

Reviewed on Jul 27, 2025

Berrima Bakehouse Motel
The Dormie House - On The Golf Course

The Dormie House - On The Golf Course

3.5 out of 5
Arthur Street, Moss Vale, NSW
Fully refundableReserve now, pay when you stay
The price is ￥14,130 per night from Aug 7 to Aug 8
￥14,130
￥15,617 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (628 reviews)
"My room looked out onto carpark and I felt very exposed so kept blinds down and had no view. It was a budget room so maybe this is the price I had to pay. Lounge and dining areas were lovely."

Reviewed on Jul 22, 2025

The Dormie House - On The Golf Course
See all 1,611 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.

What to do in Southern Highlands

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

Guided Don Bradman Cricket Tour From Sydney

￥23,837
per adult
Guided Don Bradman Cricket Tour From Sydney
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 ￥163,479. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.