Southern Highlands Vacations from ￥141,003

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The Latest Southern Highlands Vacation Packages

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

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Excellent location, just few mins walk to QVB, Townhall & Darling Harbour, lots of restaurants nearby. The room is a bit old, the towel rack had dropped in the washroom. Dun expect the kitchen could be used as the pot & pan are rusty & other food wares are also dirty so I didn’t cook. It’s still good value for money considered the location & room size.

Reviewed on Aug 10, 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
Great friendly staff

Reviewed on Aug 8, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.

Reviewed on Aug 10, 2025

Sydney Harbour Hotel

Sydney Harbour Hotel

4 out of 5
The Rocks
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.4/10 Very Good! (1,736 reviews)
An unexpected surprise when we arrived at the Sydney airport and immediately took the train to our hotel destination. Easy and close walk to hotel. Another surprise was the ship terminal was right across the street. A short walk later, the Sydney Opera House, shops and restaurants. Great location and convenient.

Reviewed on Aug 13, 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.4/10 Very Good! (1,001 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

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

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is ￥14,913 per night from Aug 18 to Aug 19
￥14,913
￥16,404 total
Aug 18 - Aug 19
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"On a quick visit from Canberra, this was a great place to stay. Contactless check-in and check-out, good amenities, clean and tidy and quiet. Would happily stay here again!!"

Reviewed on Aug 10, 2025

Berrima Bakehouse Motel
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 ￥19,658 per night from Sep 3 to Sep 4
￥19,658
￥21,624 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"I loved our stay at Park Proxi. It worked for our family even though we aren't golfers. The room was spacious. Our toddler could walk"

Reviewed on Aug 13, 2025

Park Proxi Gibraltar Bowral
Links House

Links House

4 out of 5
17 Links Road, Burradoo, NSW
The price is ￥18,295 per night from Aug 25 to Aug 26
￥18,295
￥20,374 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (721 reviews)
"Enjoyed our stay, friendly staff and the breakfast was excellent"

Reviewed on Aug 8, 2025

Links House
See all 1,603 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

￥24,146
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 ￥141,003. 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.