Southern Highlands Vacations from $1,188
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 CBD
Sydney Central Business District
Price was $1,394, price is now $1,188 per person
$1,188
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (1,008 reviews)
Centrally located. We love the location. Also the staff are helpful.
Reviewed on May 17, 2026
Spacious Inner-city House With Balcony Views
Millers Point
Price was $3,115, price is now $2,141 per person
$2,141
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
10/10 Exceptional! (1 review)
The check-in instructions were clear and concise, and the responses were prompt. The house was lovely, and the location was excellent, making it convenient to get to all the attractions. We were very satisfied.
Reviewed on Apr 18, 2026
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was $1,598, price is now $1,377 per person
$1,377
per person
Aug 4 - Aug 7
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.2/10 Very Good! (2,731 reviews)
Excellent location. Good value.
Probably could do with updating.
Staff really helpful.
Reviewed on May 24, 2026
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 lively bars.
Berrima Gaol
Learn about the local history of Bowral with a stop at Berrima Gaol. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.
What to do in Southern Highlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
$297
per adult
Southern Highlands Hotel Deals
The Gibraltar
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $157 total per night from Jun 16 to Jun 17
$157 total
Jun 16 - Jun 17
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"Lovely property. Enjoyed our girls wkd here."
Reviewed on May 24, 2026
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$109 nightly
The price is $120 total per night from May 27 to May 28
$120 total
May 27 - May 28
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Great comfortable apartment. Bed comfortable, great amenities. Good food across road at pub Highly recommended"
Reviewed on May 24, 2026
Berida Hotel
6 David Street Bowral NSW
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $170 total per night from Jun 8 to Jun 9
$170 total
Jun 8 - Jun 9
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Such a beautiful stay, very clean & staff were amazing. The mood is nostalgic and so calming, especially sitting by the fire. Highly recommend for a winter stay."
Reviewed on May 11, 2026
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.
Find the Best Southern Highlands Vacation Packages
Southern Highlands Essential Information
Language | English |
|---|---|
Currency | Australian dollars |
Closest Airport | Kingsford Smith Intl. Airport (SYD) |
More vacations you might like
Explore a world of travel with Expedia
- Hotel Wedding Venues Hotels in Burradoo
- Romantic Hotels in Burradoo
- Boutique Hotels in Burradoo
- Hotels near Burradoo
- Family Hotels in Burradoo
- Luxury Hotels in Burradoo
- 5 Star Hotels in Burradoo
- Honeymoon Resorts & in Burradoo
- Hotels near Moss Vale
- Historic Hotels in Moss Vale
- Hotels with Fireplaces in Moss Vale
- 3 Star Hotels in Moss Vale
- Gay friendly Hotels in Moss Vale
- Hotels with Free Breakfast in Moss Vale
- Winery Hotels in Moss Vale
- Hotels near Bowral Golf Course
- Bowral Hotels
- Hotel Wedding Venues Hotels in Bowral
- Cheap Hotels in Bowral
- Hotels with Fireplaces in Bowral
- Winery Hotels in Bowral
- Luxury Hotels in Bowral
- Resorts & Hotels with Spas in Bowral
- Historic Hotels in Bowral
- 4 Star Hotels in Bowral
- Golf Hotels in Bowral
- Motels in Bowral
- 5 Star Hotels in Bowral
- Hotels with Air Conditioning in Bowral
- Hotels with Hot Tubs in Bowral
- Cottages in East Bowral
- Hotels with Restaurants in East Bowral
- Glenquarry Hotels
- Hotels near Centennial Vineyards
- Hotels near Berrima
- Gay friendly Hotels in Berrima
- Hotel Wedding Venues Hotels in Berrima
- 5 Star Hotels in Berrima
- Hotels with Balconies in Berrima
- Hotels near Mount Jellore Lookout
- Wingecarribee Shire Council Hotels
- Hotels near Bendooley Estate Book Barn
- Hotels near Berrima Courthouse
- Sutton Forest Hotels
- Hotels with Fireplaces in Sutton Forest
- Cabin Rentals in Sutton Forest
- B&B in Sutton Forest
- Rv Parks in Sutton Forest
- Lodges in Sutton Forest
- Pet-Friendly Hotels in Sutton Forest
- Hotels with Tennis Courts in Sutton Forest
- Motels in Mittagong
- Mittagong Hotels
- Cabin Rentals in Mittagong
- B&B in Mittagong
- Cottages in Mittagong
- Cheap Hotels in Mittagong
- Historic Hotels in Mittagong
- Hotels with Tennis Courts in Mittagong
- Hotel Wedding Venues Hotels in Mittagong
- Hotels with Connecting Rooms in Mittagong
- Pet-Friendly Hotels in Mittagong
- Hotels with Restaurants in Mittagong
- Golf Hotels in Mittagong
- Resorts & Hotels with Spas in Mittagong
- Family Hotels in Mittagong
- 5 Star Hotels in Mittagong
- Hotels near Welby
- Hotels near Renwick
- Avoca Hotels
- Kangaloon Hotels
- Cabin Rentals in Fitzroy Falls
- B&B in Fitzroy Falls
- Fitzroy Falls Hotels
- Burrawang Hotels
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
