Woodlands Holidays from AU$632

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Your Woodlands Holiday

Memorable adventures await when you reserve a Woodlands holiday package. Whether you're a history buff, foodie or just a traveller who loves to discover new places, there's something for everyone in this awesome city. Centennial Vineyards, Bendooley Estate Book Barn and Corbett Gardens are just a few of the sights you'll want to check out during your trip to Woodlands. Expedia is here to help you escape your routine. Tailor your holiday to Woodlands to suit your travel style, whatever that may be!

The Latest Woodlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

2.5 out of 5
Redfern
Price was AU$1,296, price is now AU$632 per person
AU$632
per person
13 June - 16 June
found 5 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews
Spacious 3-bed Home in Princeton Pearl Double Bay

Spacious 3-bed Home in Princeton Pearl Double Bay

2 out of 5
Double Bay
Price was AU$3,360, price is now AU$1,590 per person
AU$1,590
per person
5 June - 11 June
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
No reviews
Bright Surry Hills Flat With Great Balcony & Views

Bright Surry Hills Flat With Great Balcony & Views

2 out of 5
Surry Hills
Price was AU$1,367, price is now AU$663 per person
AU$663
per person
13 June - 16 June
found 5 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews
Modern 1-bed With Tamarama Beach Views

Modern 1-bed With Tamarama Beach Views

2 out of 5
Tamarama
Price was AU$1,711, price is now AU$838 per person
AU$838
per person
23 June - 28 June
found 12 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,542, price is now AU$759 per person
AU$759
per person
5 June - 11 June
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,007 reviews)
Great location at CBD. Close to everything. As a female solo traveler, safety and convenience are my top priorities. This hotel works. My room was small and there is no view. My window faces another wall. But I don’t mind. The room was quiet and I got good rest after each day’s outing. No complaints.

Reviewed on 30 Apr 2026

Woodlands Holiday

Woodlands Essential Information

Language
English
Currency
Australian dollars
Closest Airport
Shellharbour Airport (WOL)
Max Temp Winter
13ºC
Max Temp Summer
27ºC
Top Sights
Centennial Vineyards, Southern Highland Wines and Berrima Courthouse

Our pick of the best Woodlands Hotel Deals

The Gibraltar

The Gibraltar

4 out of 5
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
The price is AU$245 per night from 10 May to 11 May
AU$245
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Comfortable accommodation and friendly staff.

Reviewed on 3 May 2026

The Gibraltar
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is AU$168 per night from 6 May to 7 May
AU$168
6 May - 7 May
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Amazing find! We'll be back for sure. The photos don't do the place justice

Reviewed on 3 May 2026

Berrima Bakehouse Motel
Bundanoon Hotel

Bundanoon Hotel

3 out of 5
6-18 Erith Street Bundanoon NSW
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 6 May to 7 May
AU$137
6 May - 7 May
includes taxes & fees
7.6/10 Good! (459 reviews)
The hotel had a lot of character. Very handy and a great restaurant.

Reviewed on 17 Apr 2026

Bundanoon Hotel
See all 439 properties in Woodlands
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.
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Discover the most popular places to visit in Woodlands

Artemis Wines

You can enjoy a tasting or tour at Artemis Wines during your travels to Woodlands. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.

Artemis Wines

Bou-saada Vineyard and Wines

You can enjoy a tasting or tour at Bou-saada Vineyard and Wines during your travels to Woodlands. Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.

Bou-saada Vineyard and Wines

What to do in Woodlands

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

AU$245
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off

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

AU$455
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
See all activities in Woodlands

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.