Southern Highlands Vacations from $241
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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 Pod Sydney - Hostel
Haymarket
Price was $343, price is now $241 per person
$241
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Melbourne (MEL) to Sydney (SYD)
9/10 Wonderful! (383 reviews)
Convenient!! It smells like cup noodles though but completely understandable from guests eating there
Reviewed on Jul 9, 2025
Coogee Bay Hotel
Coogee
Save 100% on your flight
Price was $446, price is now $301 per person
$301
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Melbourne (MEL) to Sydney (SYD)
9.2/10 Wonderful! (106 reviews)
Staff was very accommodating and friendly during our late check-in.
After booking our hotel, we received an email letting us know we will be right above a pub and suggested we upgrade to the boutique hotel on the back of the property. I didn’t think it would be a problem so I didn’t switch. Given the rainy, cool weather it was not a problem and we were fine. I could see that if the weather had been nicer, it would be too loud to sleep.
The location of the hotel was very nice and convenient!
Reviewed on Aug 13, 2025
Novotel Sydney International Airport Hotel
Wolli Creek
Save 100% on your flight
Price was $484, price is now $342 per person
$342
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Melbourne (MEL) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
So convenient after our long flight into Sydney! Staff was incredibly friendly and the breakfast buffet was DIVINE!
Reviewed on Aug 22, 2025
Don't see what you're looking for?
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 top-notch restaurants.
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 top-notch restaurants.
Southern Highlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
$100 nightly
The price is $110 total per night from Aug 25 to Aug 26
$110 total
Aug 25 - Aug 26
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Excellent motel and the room was spacious with a table and chairs. Best motel that I have been to"
Reviewed on Aug 18, 2025
Links House
17 Links Road, Burradoo, NSW
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Aug 26 to Aug 27
$141 total
Aug 26 - Aug 27
Total with taxes and fees
8.8/10 Excellent! (727 reviews)
"This is a charming older style boutique hotel. Rooms are small and en-suite tiny, but functional. The cooked breakfast is very generous with eggs cooked perfectly to our order. The open fire in the lounge is a very welcoming sight when we returned each day and was a great place to meet and get to ..."
Reviewed on Aug 21, 2025
The Dormie House - On The Golf Course
Arthur Street, Moss Vale, NSW
Fully refundableReserve now, pay when you stay
8/10 Very Good! (632 reviews)
"Rooms nicely refurbished and comfortable"
Reviewed on Aug 19, 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.
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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.