Southern Highlands Vacations from $268

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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.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Jul 6 - Jul 8
found 10 hours ago
Roundtrip flight included
Brisbane (BNE) to Sydney (SYD)
8.4/10 Very Good! (1,914 reviews)
I was happy with everything except the twin beds. It was like sleeping on a rock.

Reviewed on Apr 15, 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
Jul 6 - Jul 8
found 10 hours ago
Roundtrip flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,007 reviews)
Stayed for 3 nights. Staff was amazing especially Jandro. He gave us a map of city and explained all the places to visit. Close to everything re: shopping and dining. Would definitely stay again

Reviewed on Apr 5, 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
per person
Jul 3 - Jul 6
found 9 hours ago
Roundtrip flight included
Brisbane (BNE) to Sydney (SYD)
7.4/10 Good! (1,002 reviews)
Staff was not friendly at all Air conditioning was not working properly Room was not clean

Reviewed on Apr 12, 2025

Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
per person
Jul 6 - Jul 8
found 10 hours ago
Roundtrip flight included
Brisbane (BNE) to Sydney (SYD)
8.4/10 Very Good! (1,005 reviews)
The 2nd time we have stayed at Mariners. Great location when attending theatre etc around the Harbour.. Clean quiet rooms, great staff and the included Breakfast is a real bonus. Will certainly stay there again and highly recommended.

Reviewed on Apr 14, 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
Jul 6 - Jul 8
found 10 hours ago
Roundtrip flight included
Brisbane (BNE) to Sydney (SYD)
8.6/10 Excellent! (1,006 reviews)
The location is just grand!

Reviewed on Apr 17, 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
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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.

Find hotels in Moss Vale

Find the Best Southern Highlands Vacation Packages

Southern Highlands Essential Information

Language
English
Currency
Australian dollars
Closest Airport
Kingsford Smith Intl. Airport (SYD)

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Southern Highlands Hotel Deals

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 $146 per night from May 4 to May 5
$146
includes taxes & fees
$133 per night
May 4 - May 5
8.4/10 Very Good! (1,000 reviews)
"Nice & clean"

Reviewed on Apr 8, 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 $114 per night from Apr 28 to Apr 29
$114
includes taxes & fees
$104 per night
Apr 28 - Apr 29
8/10 Very Good! (989 reviews)
$ Star?
"Beautiful location well groomed gardens. Some parts of the property overdue for repairs"

Reviewed on Apr 15, 2025

Peppers Craigieburn
Berrima Bakehouse Motel
Berrima Bakehouse Motel
3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is $121 per night from Apr 27 to Apr 28
$121
includes taxes & fees
$110 per night
Apr 27 - Apr 28
9.2/10 Wonderful! (999 reviews)
"Quite suitable for a quick stay. Staff were very helpful. Would stay there again."

Reviewed on Apr 15, 2025

Berrima Bakehouse Motel
See all 400 properties in Southern Highlands
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 top-notch restaurants.

Bendooley Estate Book Barn

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 top-notch restaurants.

Centennial Vineyards

Destination Southern Highlands

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

What to do in Southern Highlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

$154
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Bradman Oval and Don Bradman Museum & International Cricket Hall of Fame

Guided Don Bradman Cricket Tour From Sydney

$155
per adult
Guided Don Bradman Cricket Tour From Sydney
See all activities in Southern Highlands

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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.