Southern Highlands Vacation Packages 2026 from $2,001

Southern Highlands flight + hotel vacation packages

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

Modern 1-bed With Tamarama Beach Views

Tamarama

$2,001

per person

Aug 3 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking. Popular attractions Taronga Zoo and Sydney Opera House are located nearby.

Gorgeous 3-bed Manly Pad, Short Walk to the Beach

Manly

$2,441

per person

Jul 5 - Jul 9

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking and in-room washers/dryers. Popular attractions Taronga Zoo and Sydney Opera House are located nearby.

Idyllic 4-bed Home With Alfresco Area Near Beach

Dee Why

$2,360

per person

Jul 5 - Jul 9

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking and in-room fireplaces. Popular attractions Manly Beach and Dee Why Beach are located nearby.

Beachfront Manly Apartment With Balcony & Parking

Manly

$2,367

per person

Jul 5 - Jul 9

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking, in-room washers/dryers, and air conditioning. Popular attractions Taronga Zoo and Sydney Opera House are located nearby.

Sunrise Cove 2-bed Apartment at Newport Beach

Newport

$2,396

per person

Jul 5 - Jul 9

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

Stay at this apartment in Sydney. Enjoy free parking. Popular attractions Newport Beach and Newport Park are located nearby.

Top Southern Highlands hotels deals

The Gibraltar

Boronia Street (off Centennial Road) Bowral NSW

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$160 total

Jun 8 - Jun 9

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

$110 nightly

$121 total

May 18 - May 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.

Free WiFi

Air conditioning

Berida Hotel

6 David Street Bowral NSW

$140 nightly

$154 total

Jun 4 - Jun 5

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

The Imperial Motel

Cnr Bong Bong & Bundaroo Sts Bowral NSW

$119 nightly

$132 total

May 28 - May 29

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

$143 nightly

$159 total

May 26 - May 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.

Breakfast included

Pet friendly

The Dormie House - On The Golf Course

Arthur Street Moss Vale NSW

$95 nightly

$105 total

May 25 - May 26

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

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.

Glow Worm Glen

Commune with nature and explore the great outdoors at Glow Worm Glen during your travels in Bundanoon. Wander around the gardens in this relaxing area, or simply enjoy its coffeehouses.

Frequently asked questions

How much are vacation packages to Southern Highlands?

Starting as low as $2,001, 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.