Southern Highlands Holidays

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Southern Highlands Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Novotel Sydney Darling Square

Novotel Sydney Darling Square

4.5 out of 5
Sydney Central Business District
per person
20 Aug - 24 Aug
found 11 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,008 reviews)
Thank you for such a memorable stay. The team arranged for my daughter and I to stay in an accessible room due to her leg injury and the use of a wheelchair without me having to request it. We loved our 2 night stay and will definitely be back. Reception staff also arranged for a lovely birthday card to be left in the room for my daughter, which was such a thoughtful touch. Staff were able to give great recommendations for things to do and places to eat nearby. We will definitely back for our next staycation!

Reviewed on 12 Jul, 2025

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
per person
20 Aug - 24 Aug
found 11 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,006 reviews)
It was a perfect place to stay. Thank you.

Reviewed on 18 Jul, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
per person
20 Aug - 24 Aug
found 11 hours 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

The Ultimo

The Ultimo

4 out of 5
Haymarket
per person
20 Aug - 24 Aug
found 11 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
Staff were excellent. Room faced onto very noisy street at night ( car racing) & unfortunately hotel undergoing renovations ( jack hammers, builders noise). We were advised of this AFTER our booking was made

Reviewed on 2 Jun, 2025

Hotel Woolstore 1888, Sydney - Handwritten Collection

Hotel Woolstore 1888, Sydney - Handwritten Collection

4 out of 5
Pyrmont
per person
20 Aug - 24 Aug
found 11 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Quirky place inside but great staff and good rooms. Very well located with parking right across the road. Easy walk to Barangaroo and there is a metro station really close as well. Been there before and will return for any city stays.

Reviewed on 3 Jul, 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
The price is S$180 per night from 28 Jul to 29 Jul
S$180
28 Jul - 29 Jul
includes taxes & fees
8.4/10 Very Good! (999 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$142 per night from 21 Jul to 22 Jul
S$142
21 Jul - 22 Jul
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"We couldn't have asked for more. Everything was catered for, and the comfort and quality of Rosier Cottage easily rivalled many top-tier motels. Great value for money."

Reviewed on 18 Jul, 2025

Berrima Bakehouse Motel
See all 1,636 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$210
per adult
Guided Don Bradman Cricket Tour From Sydney
Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

S$206
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$841. 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.