Southern Highlands Vacation Packages 2026 from $1,732

Southern Highlands flight + hotel vacation packages

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

Nesuto Woolloomooloo Sydney Apartments

Woolloomooloo

$1,732

per person

Jul 25 - Jul 31

found 22 hours ago

Roundtrip non-stop flight included

San Francisco (SFO) to Sydney (SYD)

Free WiFi in public areas, express check-out, and luggage storage are available at this hotel. Laundry facilities are provided for your convenience.

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

$1,781

per person

Aug 1 - Aug 6

found 1 day 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.

The Old Clare by Ode Hotels

Chippendale

$1,817

per person

Aug 1 - Aug 6

found 1 day 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.

Little National Hotel Sydney

Sydney Central Business District

$1,820

per person

Aug 1 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sydney (SYD)

This hotel features a 24-hour gym and a rooftop terrace. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A garden, a library, and express check-in are also on offer.

Sofitel Sydney Darling Harbour

Sydney Central Business District

$1,997

per person

Aug 1 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sydney (SYD)

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.

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 10 - Jun 11

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

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$107 nightly

$118 total

Jun 16 - Jun 17

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

$116 nightly

$129 total

Jun 10 - Jun 11

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

Links House

17 Links Road Burradoo NSW

$148 nightly

$164 total

Jun 16 - Jun 17

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

Berida Hotel

6 David Street Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$165 total

Jun 22 - Jun 23

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

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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 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 $1,732, 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.