Southern Highlands Holidays

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Southern Highlands Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Kith Hotel Darling Harbour

Kith Hotel Darling Harbour

3 out of 5
Pyrmont
Price was S$1,164, price is now S$957 per person
S$957
per person
3 Aug - 7 Aug
found 7 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (485 reviews)
Good convenient place to stay for business trips

Reviewed on 5 Jun, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was S$1,392, price is now S$992 per person
S$992
per person
3 Aug - 7 Aug
found 7 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.2/10 Very good! (2,787 reviews)
Clean room, very big. Housekeeper was very nice. Location is great, easy to walk to Darling Harbour.

Reviewed on 22 Jun, 2026

Sofitel Sydney Wentworth

Sofitel Sydney Wentworth

5 out of 5
Sydney Central Business District
Price was S$1,512, price is now S$1,254 per person
S$1,254
per person
3 Aug - 7 Aug
found 7 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (192 reviews)
Great location, breakfast and amenities.

Reviewed on 8 Jun, 2026

The Porter House Hotel Sydney - MGallery

The Porter House Hotel Sydney - MGallery

4.5 out of 5
Sydney Central Business District
Price was S$1,401, price is now S$1,163 per person
S$1,163
per person
3 Aug - 7 Aug
found 7 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (348 reviews)
The tech was high level but clunky.

Reviewed on 10 Jun, 2026

25hours Hotel Sydney The Olympia

25hours Hotel Sydney The Olympia

5 out of 5
Paddington
Price was S$1,276, price is now S$1,070 per person
S$1,070
per person
3 Aug - 7 Aug
found 7 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.6/10 Exceptional! (51 reviews)
Best stay we’ve had in ages! Quiet rooms, comfy beds with great amenities. The free mini bar was an added bonus! Haven’t slept so well for a long time. Great location and value for money, we will definitely be back

Reviewed on 2 Jun, 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
white fence with pink flowers nature photography

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

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 S$226 per night from 13 Jul to 14 Jul
S$226
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Venue is a little tricky to find but is spacious, well appointed and quiet"

Reviewed on 9 Jun, 2026

The Gibraltar
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is S$152 per night from 24 Jun to 25 Jun
S$152
24 Jun - 25 Jun
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Love how close the Bakehouse is to the Berrima cafes, restaurants and shops. Also love the access code instead of a card or key. The room is always cosy warm on arrival."

Reviewed on 19 Jun, 2026

Berrima Bakehouse Motel
Links House

Links House

4 out of 5
17 Links Road Burradoo NSW
Fully refundableReserve now, pay when you stay
The price is S$208 per night from 25 Jun to 26 Jun
S$208
25 Jun - 26 Jun
includes taxes & fees
9/10 Wonderful! (786 reviews)
"Lovely stay"

Reviewed on 19 Jun, 2026

Links House
See all 1,613 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.

Popular places to visit

Santi Forest Monastery

You can find out about the history of Bundanoon with a trip to Santi Forest Monastery. Wander around the gardens in this relaxing area or simply enjoy its bars.

Santi Forest Monastery

What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

S$223
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

S$373
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
See all activities in Southern Highlands

Frequently asked questions

Can I cancel my flight booking to Southern Highlands due to COVID-19?
Our Customer Service Portal is your one-stop shop for almost every travel question, including about flight cancellations and changes related to COVID-19. For more peace of mind, look over the terms and conditions of your preferred carrier before reserving your tickets.
What's the best way to find cheap flights to Southern Highlands that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Step 1: Enter your preferred travel dates and click "Search." Step 2: Check the "No change fee" box underneath the "Flexible change policies" filter on the left-hand side of your screen. Step 3. Reserve your cheap and flexible ticket to Southern Highlands.
What are some of the general tips for travellers to Southern Highlands during the COVID-19 outbreak?
The COVID-19 pandemic has triggered major changes to the way we travel. If you're planning an escape to Southern Highlands, the following tips will help you navigate the "new normal:"
  • Research what, if any, restrictions or rules apply to both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check government advisories before booking.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to briefly lower it to verify your identity. Passengers who refuse to wear a mask may face civil penalties and may also be escorted from the building.
  • To reduce the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray screening.
  • Empty your personal items from your pocket, like your keys, phone and wallet, and place them in your carry-on rather than the bins. This will reduce handling during the screening process.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA agent will need to open your bag for inspection.

Which airlines fly to Southern Highlands?
Secure your airfare with Virgin Australia and then start piecing together your Southern Highlands must-do list. This leading airline has 1976 flights every month to Kingsford Smith Intl. Airport (SYD), a main gateway.
How can I find cheap tickets to Southern Highlands?
In the last seven days, was the best price for a flight to Southern Highlands. If you want to save even more, book well in advance and be flexible with your travel dates. Search for your journey to Southern Highlands, then see prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Southern Highlands?
There were lots of cheap fares for the taking in the last seven days, with the cost of a return ticket to Southern Highlands varying between and . Many lucky holiday makers locked in one-way seats from () for as little as .
What are the most popular airports to fly into in Southern Highlands?
Book your flight to Kingsford Smith Intl. Airport (SYD) and experience everything that Southern Highlands has to offer. As the region's main point of entry, around 9355 flights land here every month.
When is the cheapest time to fly to Southern Highlands?
If you're not fixed on what day you jet off to Southern Highlands, try to leave early on in the week. The most affordable day to take off is normally Tuesday, closely followed by Monday. Saturday is typically the costliest day, with a lot of people preferring to fly on the weekend.
How much is a plane ticket to Southern Highlands?
In the last seven days, plane fares ranged between and . Scroll through our sensational deals to Southern Highlands, make a booking and get ready for your next fun holiday!
Which airlines with flights to Southern Highlands employ COVID-19 cleanliness policies?
As countries begin to lift travel restrictions, many airlines are now servicing flights with new strategies including social distancing and increased sanitization. Here's what some carriers are doing to ease the spread of COVID-19:
  • Qantas - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Virgin Australia - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Jetstar - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

* 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.