Southern Highlands Vacation Packages 2026 from $1,564

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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.

Apartment With Pool Access, a Minute to the Beach

Manly

$1,564

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Sydney (SYD)

No reviews

North-east Facing Modern 2-bed Apartment

Freshwater

$1,755

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Sydney (SYD)

No reviews

Wake Up to the Ocean: 1-bed With Pool & Views

Manly

$1,778

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Sydney (SYD)

No reviews

Easy Beach Access From Tranquil Retreat

Curl Curl

$1,661

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Sydney (SYD)

No reviews

2-bed Apartment Near Manly Beach

Manly

$1,621

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Sydney (SYD)

No reviews

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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 Cecil Hoskins Nature Reserve.

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.

Mittagong Town Centre

1 out of top 10 points of interest in this area

While Mittagong Town Centre isn't home to many top sights, Destination Southern Highlands and Centennial Vineyards are some notable places to visit nearby.

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.

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.

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 top-notch restaurants.

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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 top-notch restaurants.

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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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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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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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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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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 top-notch restaurants.

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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.

See properties

What to do in Southern Highlands

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

$318

per adult

See all activities in Southern Highlands

Southern Highlands Hotel Deals

Berrima Bakehouse Motel

19 Old Hume Highway Berrima NSW

$108 nightly

$119 total

Aug 18 - Aug 19

Total with taxes and fees

9.4/10 Exceptional! (1,009 reviews)

"This was a very clean and well situated motel in the heart of historic Berrima. The property was well-maintained and there was lots of information in the rooms on things to do around town. The amenities on property were perfect, with tea, coffee, hot chocolate and weetbix offered in room and toasters ..."

Reviewed on Aug 9, 2026

The Gibraltar

Boronia Street (off Centennial Road) Bowral NSW

Fully refundableReserve now, pay when you stay

$170 nightly

$187 total

Aug 13 - Aug 14

Total with taxes and fees

8.4/10 Very Good! (1,005 reviews)

"Great location and hotel with spacious, luxurious rooms."

Reviewed on Aug 9, 2026

The Imperial Motel

Cnr Bong Bong & Bundaroo Sts Bowral NSW

Fully refundableReserve now, pay when you stay

$123 nightly

$135 total

Aug 12 - Aug 13

Total with taxes and fees

8.6/10 Excellent! (1,004 reviews)

"This is our favourite place to stay. Comfortable, warm clean and very reasonably priced."

Reviewed on Aug 9, 2026

See all 1,640 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.