Southern Highlands Holiday Deals

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Top Southern Highlands holiday deals

Price found within the past 48 hours. Click for updated prices.
Hotel TOTTO Wollongong

Hotel TOTTO Wollongong

4 out of 5
Wollongong CBD
Save 100% on your flight
per person
4 Jun - 8 Jun
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
With a stay at Hotel TOTTO Wollongong, you'll be centrally located in Wollongong, just a 4-minute walk from Crown Street Mall and 7 minutes by foot from Wollongong City Gallery.
Brokenback Views Country Estate

Brokenback Views Country Estate

3.5 out of 5
Save 100% on your flight
per person
23 Jun - 27 Jun
found 1 day 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.
Novotel Wollongong Northbeach

Novotel Wollongong Northbeach

4.5 out of 5
North Wollongong
Save 100% on your flight
per person
4 Jun - 8 Jun
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
With a stay at Novotel Wollongong Northbeach in Wollongong (North Wollongong), you'll be steps from Stuart Park and 6 minutes by foot from North Wollongong Beach.
Peppertree at the Vintage

Peppertree at the Vintage

4.5 out of 5
Save 100% on your flight
per person
23 Jun - 27 Jun
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
With a stay at this vacation home in Pokolbin, you'll be within a 10-minute drive of Hunter Valley Gardens and Bimbadgen Estate.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
7 Jun - 9 Jun
found 17 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
With a stay at YEHS Hotel Sydney CBD, you'll be centrally located in Sydney, steps from Metro Theatre and within a 5-minute walk of Chinatown Night Market.

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$190 per night from 5 May to 6 May
AU$190
includes taxes & fees
5 May - 6 May
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.
"This is now our favourite motel. We had a very large room with both super comfy queen & single beds. Although breakfast is not included, on the ground floor there is a kitchen providing breakfast cereals and fresh milk. A brilliant idea. The motel is by the river and we saw and heard beautiful birds ..."

Reviewed on 25 Apr. 2025

Berrima Bakehouse Motel
Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 4 May to 5 May
AU$229
includes taxes & fees
4 May - 5 May
Located in Bowral, Park Proxi Gibraltar Bowral is in the mountains, within a 5-minute drive of Corbett Gardens and Centennial Vineyards.
"We enjoyed our stay at the Park Proxi which is conveniently located within close proximity to the centre of Bowral . Kids had lots of fun at the pool and breakfast variety was pretty good as well . However , we had an issue with TV in our room which made it hard to entertain kids in the evening. ..."

Reviewed on 27 Apr. 2025

Park Proxi Gibraltar Bowral
Peppers Craigieburn

Peppers Craigieburn

4.5 out of 5
Centennial Road, Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 11 May to 12 May
AU$179
includes taxes & fees
11 May - 12 May
When you stay at Peppers Craigieburn in Bowral, you'll be in the mountains, within a 5-minute drive of Centennial Vineyards and Corbett Gardens.
"Stay was good, however dining experience was not that great. Time taken between courses was too long (Over 2hrs in total)"

Reviewed on 24 Apr. 2025

Peppers Craigieburn
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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 top-notch restaurants.

Centennial Vineyards

Destination Southern Highlands

4.5/5(20 reviews)

Destination Southern Highlands is just one of the places to see in Mittagong, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.

Destination Southern Highlands

^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.