Southern Highlands Holiday Deals

Choose two or more items and save on your trip:

Top Southern Highlands holiday deals

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

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$613, price is now AU$388 per person
AU$388
per person
5 Jan - 8 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
Located in Sydney (Arncliffe), Airport Hotel Sydney is within a 15-minute drive of SEA LIFE Sydney Aquarium and Star Casino.
Brokenback Views Country Estate

Brokenback Views Country Estate

3.5 out of 5
Save 100% on your flight
Price was AU$1,461, price is now AU$968 per person
AU$968
per person
24 Dec - 27 Dec
found 23 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
Located in Pokolbin, Brokenback Views Country Estate is in a rural location, a 4-minute drive from De Luliis Wines and 5 minutes from Leogate Estate Wines.
Hunter Studios Maitland

Hunter Studios Maitland

3 out of 5
Price was AU$1,499, price is now AU$1,039 per person
AU$1,039
per person
23 Dec - 30 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
With a stay at Hunter Studios Maitland in Maitland, you'll be within a 5-minute drive of Maitland Regional Art Gallery and Maitland Showground.
East Maitland Executive Apartments

East Maitland Executive Apartments

4 out of 5
East Maitland
Price was AU$1,375, price is now AU$983 per person
AU$983
per person
2 Jan - 9 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
With a stay at East Maitland Executive Apartments in Maitland (East Maitland), you'll be within a 5-minute drive of Maitland Gaol and Stockland Green Hills Shopping Center.
Novotel Sydney International Airport Hotel

Novotel Sydney International Airport Hotel

4 out of 5
Wolli Creek
Price was AU$1,237, price is now AU$870 per person
AU$870
per person
26 Dec - 30 Dec
found 14 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
Located in Sydney (Wolli Creek), Novotel Sydney International Airport Hotel is a 4-minute walk from Cahill Park and 5 minutes by foot from Kogarah Golf Course.

Top hotels for your Southern Highlands holiday

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is AU$170 per night from 1 Dec to 2 Dec
AU$170
1 Dec - 2 Dec
includes taxes & fees
With a stay at Berrima Bakehouse Motel in Bowral (Berrima), you'll be steps from Berrima Gaol and 3 minutes by foot from Berrima Courthouse.
Beautiful room and gorgeous garden

Reviewed on 9 Nov 2025

Opens in a new windowBerrima 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 AU$245 per night from 18 Nov to 19 Nov
AU$245
18 Nov - 19 Nov
includes taxes & fees
Located in Bowral (Burradoo), Links House is within a 5-minute drive of Bowral Golf Course and Corbett Gardens.
Clean room, friendly and professional staff,

Reviewed on 28 Oct 2025

Opens in a new windowLinks House
Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

4 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$245 per night from 16 Nov to 17 Nov
AU$245
16 Nov - 17 Nov
includes taxes & fees
Located in Bowral, Park Proxi Gibraltar Bowral is in the mountains, within a 5-minute drive of Corbett Gardens and Centennial Vineyards.
Large clean rooms, great location

Reviewed on 8 Nov 2025

Opens in a new windowPark Proxi Gibraltar Bowral
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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

Bendooley Estate Book Barn

4.5/5(71 reviews)

Enjoy an outing to Bendooley Estate Book Barn during your stay in Bowral. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.

Bendooley Estate Book Barn

Centennial Vineyards

4.5/5(39 reviews)

You can enjoy a tasting or tour at Centennial Vineyards during your travels to Bowral. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

Centennial Vineyards

Bowral Golf Course

4/5(17 reviews)

Enjoy a round of golf in Bowral at Bowral Golf Course. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

Bowral Golf Course

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.