Southern Highlands Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Southern Highlands Flight & Hotel Packages

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

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
Nice stay noting overly wow

Reviewed on 10 Jul, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.2/10 Very Good! (2,157 reviews)
Just renovated. Not too bad. They have dish washer in the room but no washing machine

Reviewed on 12 Jul, 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,007 reviews)
Nothing standout but a good, average hotel. I didn’t like that my room didn’t have a window to the outside, but I also get that it’s right in the heart of the CBD and that isn’t always possible. The staff were wonderful though, so kind, friendly, and helpful!

Reviewed on 9 Jul, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Save 100% on your flight
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (570 reviews)
wonderful get away, five star experience. Breakfast is a must!

Reviewed on 24 Jun, 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

Top hotels in Southern Highlands

Park Proxi Gibraltar Bowral
Park Proxi Gibraltar Bowral
3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundable
The price is S$181 per night from 20 Jul to 21 Jul
S$181
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Hidden Gems
"Very good experience! Very friendly staff and very yummy breakfast buffet! My wife and kids love the stay very much!"

Reviewed on 8 Jul, 2025

Park Proxi Gibraltar Bowral
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
8/10 Very Good! (625 reviews)
"Renovated room and other renovations in progress. Great staff! Good dining and bar facilities on site. Standard room is small, but well renovated, warm and great bed. Overall a very pleasant and affordable stay"

Reviewed on 7 Jul, 2025

Get rates
The Dormie House - On The Golf Course
Berrima Bakehouse Motel
Berrima Bakehouse Motel
3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is S$143 per night from 20 Jul to 21 Jul
S$143
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Lots of thoughtful little extras. Clean and comfy. Centrally located to cafes and historical buildings."

Reviewed on 12 Jul, 2025

Berrima Bakehouse Motel
See all 1,634 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

S$207
per adult
Guided Don Bradman Cricket Tour From Sydney
Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

S$204
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
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 S$889. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.