Southern Highlands Vacation Packages
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Your Southern Highlands Vacation
When you're ready to discover someplace new and exciting in the world, satisfy your wanderlust with a customized vacation package to Southern Highlands. Noted for its rural countryside and spectacular views, it won't be long before you fall for the charms of this destination. Get your trip to Southern Highlands off to a memorable start by making Bowral the first stop. This city is a favourite with visitors from near and far. From the instant you book your Southern Highlands vacation to the second you come back home, Expedia has your back every step of the way.
Top Southern Highlands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Sebel Quay West Suites Sydney
The Rocks
Price was CA $16,859, price is now CA $16,388 per person
CA $16,388
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
9.2/10 Wonderful! (2,349 reviews)
This is an amazing place to stay with family.
Reviewed on Aug. 21, 2025
Harbour Rocks by Ode Hotels
The Rocks
Price was CA $15,903, price is now CA $15,462 per person
CA $15,462
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
This is a beautiful building in a very old part of town (no elevator) some minor issues one inch step into bathroom. Once you stub your toe a few times you remember to step up on entry. Shelving in bathroom loose and sloped, shelving and fixtures in shower stall are fine.
Reviewed on Aug. 28, 2025
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was CA $2,904, price is now CA $2,464 per person
CA $2,464
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Sydney (SYD)
8.2/10 Very Good! (2,237 reviews)
This a a great location, clean
Reviewed on Sep. 3, 2025
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
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.
Southern Highlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is CA $155 per night from Sep 4 to Sep 5
CA $155
CA $171 total
Sep 4 - Sep 5
includes taxes & fees
Park Proxi Gibraltar Bowral
Boronia Street (off Centennial Road), Bowral, NSW
The price is CA $195 per night from Sep 7 to Sep 8
CA $195
CA $215 total
Sep 7 - Sep 8
includes taxes & fees
The Dormie House - On The Golf Course
Arthur Street, Moss Vale, NSW
The price is CA $125 per night from Sep 4 to Sep 5
CA $125
CA $137 total
Sep 4 - Sep 5
includes taxes & fees
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.
What to do in Southern Highlands
Guided Don Bradman Cricket Tour From Sydney
CA $224
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
CA $220
per adult
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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.