Southern Highlands Holidays from £1,603

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Your Southern Highlands Holiday

When you're ready to discover somewhere new and interesting in the world, satisfy your craving for adventure with a holiday package to Southern Highlands. Well known for its rural countryside and spectacular views, you'll soon fall for the charms of this destination. Start your trip to Southern Highlands with a few days in Bowral visiting popular attractions like Bendooley Estate Book Barn and Centennial Vineyards. Mittagong is another top city that draws crowds from far and wide. Bendooley Estate Book Barn and Centennial Vineyards are two of the top places to see here. From the instant you book your Southern Highlands holiday to when you return home, Expedia has you covered every step of the way.

Top Southern Highlands Flight + Hotel Deals

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

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was £1,677, price is now £1,603 per person
£1,603
per person
7 Aug - 8 Aug
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.6/10 Excellent! (1,007 reviews)
Didn't know how to turn air conditioner down

Reviewed on 13 Jun 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was £1,680, price is now £1,610 per person
£1,610
per person
7 Aug - 8 Aug
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (2,787 reviews)
Great location and comfortable room!

Reviewed on 14 Jun 2026

The Star Grand Hotel and Residences Sydney

The Star Grand Hotel and Residences Sydney

5 out of 5
Pyrmont
Price was £1,696, price is now £1,642 per person
£1,642
per person
7 Aug - 8 Aug
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9/10 Wonderful! (1,439 reviews)
Despite the decor in the rooms needing a little updating, considering the constant usage by travellers the accommodation was clean, serviced regularly, and the layout of rooms/ bathrooms and living area was excellent. Kitchenette had all the necessary utilities and crockery, cutlery for our use. It was great to have a balcony, from which we had magnificent views of the harbour. Swimming pool was great. The whole complex provided for a range of facilities and eateries. We will definitely stay here when our family of three adults and two teenagers return to Sydney. I would also recommend The Star Residences to any of my extended family or friends should they visit. I have not commented on the casino, breakfast or Harvest Buffet as we did not use these facilities, however we heard good reports about the buffet from other families who we met during our stay.

Reviewed on 9 Jun 2026

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
Price was £1,650, price is now £1,612 per person
£1,612
per person
7 Aug - 8 Aug
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (574 reviews)
Lovely lovely property - beautiful location, amazing property beautifully restored, appropriate amenities and super super conveniently located. And the staff were really kind. And the rooftop bar is special!

Reviewed on 8 Jun 2026

Hotel Woolstore 1888, Sydney - Handwritten Collection

Hotel Woolstore 1888, Sydney - Handwritten Collection

4 out of 5
Pyrmont
Price was £1,684, price is now £1,646 per person
£1,646
per person
7 Aug - 8 Aug
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Loved the size of our room (213). Loved the vibe.

Reviewed on 24 May 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

Southern Highlands Essential Information

Language
English
Currency
Australian dollars
Closest Airport
Kingsford Smith Intl. Airport (SYD)

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 £141 per night from 22 Jun to 23 Jun
£141
22 Jun - 23 Jun
includes taxes & fees
8.4/10 Very Good! (1,006 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 £89 per night from 22 Jun to 23 Jun
£89
22 Jun - 23 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
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 £77 per night from 5 Jul to 6 Jul
£77
5 Jul - 6 Jul
includes taxes & fees
8.2/10 Very Good! (675 reviews)
"Rooms were very comfortable Andy at reception went out of his way to help with all of our requests Thank you Breakfast was a big disappointment for me. The breakfast order was taken at the bar, and I felt very rushed in selecting my order I felt I was not given enough time to go through the menu. ..."

Reviewed on 18 Jun 2026

The Dormie House - On The Golf Course
See all 1,644 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.
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What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

£130
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.