Southern Highlands Holiday Packages

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Top Southern Highlands holiday packages

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

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$1,808, price is now NZ$1,195 per person
NZ$1,195
per person
3 Nov - 6 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very good! (2,903 reviews)

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
Save 100% on your flight
Price was NZ$2,630, price is now NZ$1,889 per person
NZ$1,889
per person
24 Oct - 30 Oct
found 8 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
9.4/10 Exceptional! (1,000 reviews)
It was nice but I expected a bit more for the price. The car park was difficult to get as it’s a very busy place and area and the guest car park gets filled with people who aren’t staying. That’s not the staff’s fault but it’s impossible to enforce. Overall, it was a lovely stay.

Reviewed on 14 Sept 2026

Kith Hotel Darling Harbour

Kith Hotel Darling Harbour

3 out of 5
Pyrmont
Save 100% on your flight
Price was NZ$2,558, price is now NZ$1,592 per person
NZ$1,592
per person
12 Nov - 18 Nov
found 22 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.8/10 Excellent! (514 reviews)

Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

2.5 out of 5
Redfern
Save 100% on your flight
Price was NZ$2,403, price is now NZ$1,499 per person
NZ$1,499
per person
25 Oct - 30 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.

Reviewed on 5 May 2026

Stylish Inner City 2-bed Unit by Fig Lane Park

Stylish Inner City 2-bed Unit by Fig Lane Park

2.5 out of 5
Ultimo
Save 100% on your flight
Price was NZ$1,835, price is now NZ$1,199 per person
NZ$1,199
per person
3 Nov - 6 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

Top Southern Highlands hotels

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is NZ$209 per night from 28 Sept to 29 Sept
NZ$209
28 Sept - 29 Sept
includes taxes & fees
Stay at this motel in Bowral. Enjoy free Wi-Fi, a garden and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
"The room was nicely decorated and felt welcoming. The grounds were lovely and the motel was walking distance to pubs, restaurants and cafes."

Reviewed on 21 Sept 2026

Opens in a new windowBerrima Bakehouse Motel
Moss Vale Holiday Park

Moss Vale Holiday Park

3 out of 5
43/53 Willow Drive Moss Vale NSW
The price is NZ$167 per night from 22 Oct to 23 Oct
NZ$167
22 Oct - 23 Oct
includes taxes & fees
Stay at this holiday park in Bowral. Enjoy free parking, laundry facilities and cable TV channels. Popular attractions Leighton Gardens and Moss Vale Golf Club ...
"Enjoyed our stay. Would recommend for a night or two if in the area exploring the Southern Highlands"

Reviewed on 20 Sept 2026

Opens in a new windowMoss Vale Holiday Park
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 NZ$330 per night from 22 Sept to 23 Sept
NZ$330
22 Sept - 23 Sept
includes taxes & fees
Stay at this golf hotel in Bowral. Enjoy free Wi-Fi, free parking and a golf course. Our guests praise the helpful staff and the spacious rooms in their reviews. ...
"Really quiet and great sized rooms with big bathrooms"

Reviewed on 19 Sept 2026

Opens in a new windowThe Gibraltar
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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.

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