Southern Highlands Vacation Packages 2026 from $1,428

Southern Highlands flight + hotel vacation packages

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

Oaks Sydney Castlereagh Suites

Haymarket

$1,428

per person

Mar 12 - Mar 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Sydney (SYD)

This aparthotel features an indoor pool and a gym. Enjoy the hot tub and perks like free WiFi. Self parking, dry cleaning, and luggage storage are also offered.

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

$1,726

per person

Mar 16 - Mar 21

found 10 hours ago

Roundtrip non-stop 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.

InterContinental Sydney Double Bay by IHG

Double Bay

$2,254

per person

Mar 16 - Mar 21

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Sydney (SYD)

This luxury hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.

The Old Clare by Ode Hotels

Chippendale

$1,857

per person

Mar 16 - Mar 21

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Sydney (SYD)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and laundry service. There's an outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Rydges Darling Square Apartment Hotel

Sydney Central Business District

$1,780

per person

Mar 16 - Mar 21

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Sydney (SYD)

A restaurant and a 24-hour gym are featured at this aparthotel. WiFi in public areas is free. Express check-out, luggage storage, and concierge services are also on offer.

Top Southern Highlands hotels deals

Park Proxi Gibraltar Bowral

Boronia Street (off Centennial Road) Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$171 total

Feb 15 - Feb 16

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 Robertson Hotel

1 Fountaindale Rd Robertson NSW

$88 nightly

$97 total

Feb 18 - Feb 19

Total with taxes and fees

An outdoor pool is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.

Pool

Parking included

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$111 nightly

$122 total

Feb 9 - Feb 10

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

Links House

17 Links Road Burradoo NSW

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$169 total

Feb 10 - Feb 11

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

$146 nightly

$160 total

Feb 9 - Feb 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

The Dormie House - On The Golf Course

Arthur Street Moss Vale NSW

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$117 total

Feb 12 - Feb 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

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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.

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 lively bars.

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 lively bars.

Moss Vale Golf Club

Enjoy a round of golf in Bowral at Moss Vale Golf Club. 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 $1,428, 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.