Southern Highlands Vacation Packages 2026 from $1,342

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Your Southern Highlands Vacation

When you're ready to discover someplace new and exciting in the world, satisfy your wanderlust with a customized vacation package to Southern Highlands. Noted for its rural countryside and spectacular views, it won't be long before you fall for the charms of this destination. Get your trip to Southern Highlands off to a memorable start by making Bowral the first stop. This city is a favorite with visitors from near and far. From the instant you book your Southern Highlands vacation to the second you come back home, Expedia has your back every step of the way.

The Latest Southern Highlands vacation packages

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

No9 Springfield

Potts Point

$1,342

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

8/10 Very Good! (1,000 reviews)

Hotel Ravesis

Bondi Beach

$4,467

per person

Dec 28 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Sydney (SYD)

8.8/10 Excellent! (520 reviews)

APX Darling Harbour

Sydney Central Business District

$1,661

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

7.6/10 Good! (1,002 reviews)

83 OSHR

Bondi Junction

$5,982

per person

Dec 28 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Sydney (SYD)

No reviews

Medusa Boutique Hotel

Darlinghurst

$4,501

per person

Dec 30 - Jan 3

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Sydney (SYD)

9.6/10 Exceptional! (498 reviews)

Charming hotel in a great location. Funky rooms with great bathrooms and Aesop products. Lots of space. Helpful staff. Free umbrellas and reusable water bottles. Convenient location.

Reviewed on Sep 20, 2026

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Where to stay in Southern Highlands

Find the best Southern Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Southern Highlands

A white picket fence with a sign that reads "ENTRY" and an arrow pointing to the right.

Moss Vale

1 out of top 10 points of interest in this area

Moss Vale is noteworthy for its golf courses, and you can make a stop at top attractions like Moss Vale Golf Club and Leighton Gardens.

A green field with a mountain range in the background.

Burradoo

Bars, gardens, and golf courses highlight some of the notable features of Burradoo. Make a stop by Cecil Hoskins Nature Reserve while you're exploring.

A waterfall cascading down a rocky cliff surrounded by dense green foliage.

Braemar

The restaurants and gardens are just a few features travelers like about Braemar. If you want to do some sightseeing nearby, Destination Southern Highlands and Artemis Wines are a few top places to visit.

A waterfall cascading down a steep cliff surrounded by dense forest.

Welby

Though Welby might not have many top sights, you can venture to the surrounding area to see attractions like Artemis Wines and Destination Southern Highlands.

New Berrima

Though New Berrima might not have many top sights, you can venture to the surrounding area to see attractions like Berrima Gaol and Harper's Mansion.

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.

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Centennial Vineyards

9.2/10 (215 reviews)

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.

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Corbett Gardens

8.6/10 (79 reviews)

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.

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Bowral Golf Course

8.6/10 (61 reviews)

Enjoy a round of golf in Bowral at Bowral Golf Course. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

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Moss Vale Golf Club

8.6/10 (61 reviews)

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.

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Berrima Gaol

8.4/10 (116 reviews)

Learn about the local history of Bowral with a stop at Berrima Gaol. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

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Southern Highland Wines

8.6/10 (29 reviews)

You can enjoy a tasting or tour at Southern Highland Wines during your travels to Sutton Forest. Amble around this quaint area's picturesque gardens and enjoy its lively bars.

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Destination Southern Highlands

9.2/10 (115 reviews)

Destination Southern Highlands is just one of the places to see in Mittagong, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.

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What to do in Southern Highlands

Sydney Wine Tasting & Southern Highlands with Pick up & drop off

$324

per adult

See all activities in Southern Highlands

Southern Highlands Hotel Deals

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$104 nightly

$115 total

Oct 15 - Oct 16

Total with taxes and fees

9.4/10 Exceptional! (1,000 reviews)

"Both rooms were SPOTLESS!! Parking was super convenient and location was great! Check in and out system was the best we’ve ever had. Overall I would have given more stars if I could. Highly recommend this place 🙂"

Reviewed on Oct 8, 2026

The Gibraltar

Boronia Street (off Centennial Road) Bowral NSW

Fully refundableReserve now, pay when you stay

$168 nightly

$184 total

Oct 11 - Oct 12

Total with taxes and fees

8.4/10 Very Good! (1,003 reviews)

"We had a lovely stay, enjoyed the amenities, the staff were very accommodating and were always smiling."

Reviewed on Oct 8, 2026

Moss Vale Holiday Park

43/53 Willow Drive Moss Vale NSW

$83 nightly

$83 total

Oct 28 - Oct 29

Total with taxes and fees

8.8/10 Excellent! (79 reviews)

"Very quiet and peaceful place"

Reviewed on Oct 5, 2026

See all 1,644 properties in Southern Highlands

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.