Southern Highlands Vacation Packages 2026 from $1,122

Southern Highlands flight + hotel vacation packages

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

Woolwich Studio Bliss, Private Oasis by the Water

Woolwich

$1,122

per person

Sep 22 - Sep 25

found 10 hours ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

YEHS Hotel Sydney CBD

Sydney Central Business District

$1,677

per person

Oct 6 - Oct 10

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Sydney (SYD)

Free WiFi in public areas, express check-out, and luggage storage are available at this hotel. A safe deposit box is also provided.

Bright 2-bed Surry Hills Apartment With Balcony

Surry Hills

$1,497

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

$1,472

per person

Oct 28 - Oct 31

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to Sydney (SYD)

This aparthotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and conveniences like express check-out and concierge services.

YEHS Hotel Sydney QVB

Sydney Central Business District

$1,414

per person

Oct 28 - Oct 31

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to Sydney (SYD)

Free WiFi in public areas, express check-out, and luggage storage are available at this hotel. A safe deposit box and concierge services are also provided.

Top Southern Highlands hotels deals

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$108 nightly

$118 total

Aug 18 - Aug 19

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.

The Gibraltar

Boronia Street (off Centennial Road) Bowral NSW

$170 nightly

$187 total

Aug 16 - Aug 17

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.

The Imperial Motel

Cnr Bong Bong & Bundaroo Sts Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$129 total

Aug 23 - Aug 24

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.

Peppers Craigieburn

Centennial Road Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$166 nightly

$183 total

Sep 7 - Sep 8

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.

The Dormie House - On The Golf Course

Arthur Street Moss Vale NSW

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$98 total

Aug 27 - Aug 28

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

$158 nightly

$174 total

Aug 26 - Aug 27

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.

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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 top-notch restaurants.

See properties

Frequently asked questions

How much are vacation packages to Southern Highlands?

Starting as low as $1,122, 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.