Southern Highlands Vacation Packages 2026 from $1,315

Southern Highlands flight + hotel vacation packages

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

Chic 1-bed Retreat Near Shops & Beach

Manly

$1,315

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking and in-room washers/dryers. Popular attractions Taronga Zoo and Sydney Opera House are located nearby.

Spacious 3-bed Home in Princeton Pearl Double Bay

Double Bay

$1,524

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking. Popular attractions Sydney Opera House and Circular Quay are located nearby.

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst

$1,662

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking and air conditioning. Popular attractions Circular Quay and Sydney Opera House are located nearby.

Bright Surry Hills Flat With Great Balcony & Views

Surry Hills

$1,502

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking and air conditioning. Popular attractions Star Casino and Circular Quay are located nearby.

Bright 2-bed Surry Hills Apartment With Balcony

Surry Hills

$1,441

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking and in-room washers/dryers. Popular attractions Hyde Park and Star Casino are located nearby.

Top Southern Highlands hotels deals

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$107 nightly

$118 total

Aug 10 - Aug 11

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 Gibraltar

Boronia Street (off Centennial Road) Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$187 total

Aug 9 - Aug 10

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.

Parking included

Free WiFi

The Imperial Motel

Cnr Bong Bong & Bundaroo Sts Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$125 total

Aug 9 - Aug 10

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.

Parking included

Free WiFi

The Dormie House - On The Golf Course

Arthur Street Moss Vale NSW

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$101 total

Aug 12 - Aug 13

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.

Parking included

Free WiFi

Peppers Craigieburn

Centennial Road Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$218 total

Aug 9 - Aug 10

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

Links House

17 Links Road Burradoo NSW

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$164 total

Aug 9 - Aug 10

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

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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.

Stay near popular Southern Highlands attractions

Bendooley Estate Book Barn

9.4/10 (334 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Southern Highlands?

Starting as low as $1,315, 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.