Southern Highlands Vacation Packages 2026 from $1,903

Southern Highlands flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Watsons Bay Boutique Hotel

Watsons Bay

$1,903

per person

Aug 21 - Aug 26

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Sydney (SYD)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, express check-in, and express check-out are also on offer.

Bright 2-bed Flat With Balcony in Vaucluse

Vaucluse

$2,396

per person

Aug 26 - Aug 31

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

Central 2-bed Apartment With Private Parking

Strathfield

$2,304

per person

Aug 26 - Aug 31

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

Apartment With Pool Access, a Minute to the Beach

Manly

$2,233

per person

Aug 26 - Aug 31

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

An outdoor pool is available at this apartment. Take advantage of the free self parking.

The Baxley Bondi

Bondi

$2,500

per person

Aug 26 - Aug 31

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

Free WiFi in public areas, a garden, and a snack bar/deli are available at this guesthouse. Express check-in, express check-out, and luggage storage are also on offer.

Top Southern Highlands hotels deals

The Gibraltar

Boronia Street (off Centennial Road) Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$187 total

Jun 14 - Jun 15

Total with taxes and fees

A golf course and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$107 nightly

$118 total

Jun 22 - Jun 23

Total with taxes and fees

Free WiFi in public areas, a garden, and a picnic area are available at this motel. Express check-out and barbecue grills are also provided.

Free WiFi

Air conditioning

The Imperial Motel

Cnr Bong Bong & Bundaroo Sts Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$127 total

Jun 25 - Jun 26

Total with taxes and fees

This smoke-free motel features 2 restaurants and 3 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. Luggage storage is also provided.

The Dormie House - On The Golf Course

Arthur Street Moss Vale NSW

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$98 total

Jun 29 - Jun 30

Total with taxes and fees

A golf course and a restaurant are featured at this smoke-free bed & breakfast. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A terrace, a garden, and a snack bar/deli are also on offer.

Links House

17 Links Road Burradoo NSW

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$160 total

Jun 15 - Jun 16

Total with taxes and fees

A restaurant and a bar/lounge are featured at this guesthouse. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A business center, a garden, and a snack bar/deli are also on offer.

Breakfast included

Pet friendly

Peppers Craigieburn

Centennial Road Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$129 total

Jun 29 - Jun 30

Total with taxes and fees

A golf course and a restaurant are featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A coffee shop, a terrace, and a garden are also on offer.

Pet friendly

Parking included

Don't see what you're looking for?

See all available properties in Southern Highlands

View all properties

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.

Popular places to visit

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.

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.

Harper's Mansion

You can learn about the history of Bowral with a trip to Harper's Mansion. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

Frequently asked questions

How much are vacation packages to Southern Highlands?

Starting as low as $1,903, hotel and flight packages are a superb way to make your budget stretch further. Get ready Southern Highlands — here you come!

Where can I get the best vacation package deals for Southern Highlands?

You'll find amazing Southern Highlands package deals with Travelocity. Pick and choose from 400 partner airlines and 1,000,000 worldwide properties and turn those vacation dreams into reality.

Why should I purchase my Southern Highlands vacation bundle via Travelocity?

We've got 24/7 support, high-quality service and a Price Match Guarantee. Life's a big journey — and we have exciting destinations for you to journey to all around the world. Travel with us and your bank balance will thank you for it.

Can I save money on my Southern Highlands car rental if I combine it with my hotel or flight?

Sure can. And our Southern Highlands vacation packages are the perfect way to do it. With only a few clicks you can save money as well as time by bundling your bookings. Collect the keys to your rental car and feel the freedom of the open road. Searching for things to do? Throw some tours or experiences into your package and make savings on those too.

Which airport is best for Southern Highlands?

Southern Highlands has two major airports — Kingsford Smith Intl. Airport (SYD) and Shellharbour Airport (WOL).

What is there to do in Southern Highlands?

Southern Highlands boasts hidden surprises at every turn, but be sure you get to Bendooley Estate Book Barn and Centennial Vineyards while you're in town. These attractions are popular with visitors.