Southern Highlands Adventure Vacations
Book a Adventure 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
Find awesome Southern Highlands adventure vacations
How can I book the best Southern Highlands adventure trips?
Choose your own adventure in Southern Highlands, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Southern Highlands family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Southern Highlands. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Southern Highlands adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Southern Highlands adventure vacation for couples?
Book a Southern Highlands couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Southern Highlands?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Southern Highlands with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Southern Highlands adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
Top Adventure Southern Highlands Hotels
Berrima Bakehouse Motel
- 6 min drive from Bendooley Estate Book Barn
"The room was nicely decorated and felt welcoming. The grounds were lovely and the motel was walking distance to pubs, restaurants and cafes."
Reviewed on Sep 21, 2026
Fitzroy Inn Historic Retreat
- 17 min drive from Bendooley Estate Book Barn
"Exceptionally helpful and generous staff, stunning historical accommodation and beautiful gardens. Extremely practical and understanding property for a stay with pets."
Reviewed on May 16, 2025
Things to do
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
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