Southern Highlands Vacations from $2,045
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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 favorite 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.
The Latest Southern Highlands vacation packages
Price found within the past 48 hours. Click for updated prices.
The Ultimo
Haymarket
Price was $2,338, price is now $2,045 per person
$2,045
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
Great Hotel and staff - but lots of noisy building work going on while we were there and the lifts were out of order. Also had to request the air conditioning to our room was turned on each day.
Reviewed on Sep 3, 2025
Furama Darling Harbour
Haymarket
Price was $2,462, price is now $2,141 per person
$2,141
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.4/10 Very Good! (1,001 reviews)
This is my 3rd time staying here and would stay again as locations very convenient.
Reviewed on Oct 6, 2025
Rydges Darling Square Apartment Hotel
Sydney Central Business District
Price was $2,372, price is now $2,067 per person
$2,067
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.8/10 Excellent! (1,478 reviews)
Great property. We usually stay Darling Harbour but opted to try this...much easier access to transport, and still walking distance to Darling Harbour & Chinatown for dining.
Reviewed on Oct 8, 2025
Swissotel Sydney
Sydney Central Business District
Price was $2,271, price is now $2,049 per person
$2,049
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.6/10 Excellent! (1,008 reviews)
Decent stay, kids loved it so that's what counts.
Reviewed on Sep 29, 2025
Ovolo Woolloomooloo
Woolloomooloo
Price was $3,192, price is now $2,714 per person
$2,714
per person
Jan 3 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Staff were very friendly and helpful! Easy to walk to most places. Great night sleep. Fun and quirky place. Book here and enjoy
Reviewed on Oct 8, 2025
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See all available trips from Columbus to Southern Highlands
View all tripsWhere 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.
Discover the most popular places to visit in Southern Highlands
Bendooley Estate Book Barn
Enjoy an outing to Bendooley Estate Book Barn during your stay in Bowral. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.
Centennial Vineyards
5/5(1 review)
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.
Corbett Gardens
After visiting Corbett Gardens, make a plan to see the other sights and activities in Bowral. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.
What to do in Southern Highlands
Southern Highlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
$105 nightly
The price is $115 total per night from Oct 13 to Oct 14
$115 total
Oct 13 - Oct 14
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Lovely stay"
Reviewed on Oct 6, 2025
Park Proxi Gibraltar Bowral
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $155 total per night from Nov 2 to Nov 3
$155 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (999 reviews)
"hv family room that provide 3 beds"
Reviewed on Oct 3, 2025
Peppers Craigieburn
Centennial Road, Bowral, NSW
$113 nightly
The price is $125 total per night from Oct 13 to Oct 14
$125 total
Oct 13 - Oct 14
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"."
Reviewed on Oct 7, 2025
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.
Southern Highlands Essential Information
Language | English |
|---|---|
Currency | Australian dollars |
Closest Airport | Kingsford Smith Intl. Airport (SYD) |
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