Southern Highlands Vacation Packages 2025/2026 from $1,095

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

$1,095

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip 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.

Ovolo Woolloomooloo

Woolloomooloo

$4,637

per person

Dec 30 - Jan 3

found 18 hours ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

A marina, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

Coogee Bay Boutique Hotel

Coogee

$2,115

per person

Dec 9 - Dec 14

found 19 hours ago

Roundtrip non-stop flight included

Tulsa (TUL) to Sydney (SYD)

This hotel features a restaurant and 4 bars/lounges. WiFi in public areas is free. Self parking, a business center, and dry cleaning are also offered.

Metro Hotel Marlow Sydney Central

Haymarket

$1,882

per person

Dec 9 - Dec 14

found 19 hours ago

Roundtrip non-stop flight included

Tulsa (TUL) to Sydney (SYD)

A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and Internet in public areas. A terrace, dry cleaning, and luggage storage are also on offer.

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

$1,608

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) 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 sauna and conveniences like express check-out and concierge services.

Top Southern Highlands hotels deals

Park Proxi Gibraltar Bowral

Boronia Street (off Centennial Road), Bowral, NSW

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$153 total

Nov 2 - Nov 3

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, (entrance via Wingecarribee St), Berrima, NSW

$103 nightly

$114 total

Oct 29 - Oct 30

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

Bundanoon Hotel

6-18 Erith Street, Bundanoon, NSW

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$89 total

Oct 22 - Oct 23

Total with taxes and fees

This hotel features a restaurant, an outdoor tennis court, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden is also provided.

Parking included

Free WiFi

Peppers Craigieburn

Centennial Road, Bowral, NSW

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$123 total

Oct 27 - Oct 28

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

$132 nightly

$147 total

Nov 16 - Nov 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

The Robertson Hotel

1 Fountaindale Rd, Robertson, NSW

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$108 total

Oct 22 - Oct 23

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

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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.

Corbett Gardens

After visiting Corbett Gardens, make a plan to see the other sights and activities in Bowral. 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 $1,095, 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.