Southern Highlands Vacation Packages 2026 from $1,387

Southern Highlands flight + hotel vacation packages

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

YEHS Hotel Sydney CBD

Sydney Central Business District

$1,387

per person

Dec 7 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Establishment Hotel

Sydney Central Business District

$1,609

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

A nightclub, 3 restaurants, and a gym are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Rydges Australia Square

Sydney Central Business District

$1,716

per person

Nov 8 - Nov 15

found 16 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. A coffee shop, a snack bar/deli, and express check-out are also on offer.

YEHS Hotel Sydney QVB

Sydney Central Business District

$2,182

per person

Nov 25 - Nov 30

found 1 day 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 and concierge services are also provided.

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

$2,155

per person

Nov 25 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Top Southern Highlands hotels deals

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$107 nightly

$117 total

Oct 1 - Oct 2

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

$168 nightly

$185 total

Oct 11 - Oct 12

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

Moss Vale Holiday Park

43/53 Willow Drive Moss Vale NSW

$87 nightly

$87 total

Oct 26 - Oct 27

Total with taxes and fees

This holiday park featured laundry facilities and barbecue grills. Take advantage of the free self parking.

Pet friendly

Parking included

Argyle Hotel Southern Highlands

481 Argyle Street Moss Vale NSW

$56 nightly

$63 total

Oct 15 - Oct 16

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking and a terrace are also offered on site.

Parking included

Free WiFi

Berida Hotel

6 David Street Bowral NSW

$151 nightly

$167 total

Oct 20 - Oct 21

Total with taxes and fees

This guesthouse features a restaurant and 2 bars/lounges. Enjoy the 24-hour gym and 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

$146 nightly

$161 total

Oct 19 - Oct 20

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

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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 $1,387, 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.