Woodlands Vacations from $3,244
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Your Woodlands Vacation
The exciting city of Woodlands is calling. Immerse yourself in everything it has to offer with a Woodlands vacation package that's customized to you. Any trip to Woodlands needs a well-designed itinerary. Fill yours with major attractions like Centennial Vineyards, Bendooley Estate Book Barn and Bowral Golf Course. Expedia can help you escape the everyday. Tailor your vacation to Woodlands to suit your style of travel, whatever that may be.
The Latest Woodlands vacation packages
Price found within the past 48 hours. Click for updated prices.
Ovolo Sydney Woolloomooloo, a Wyndham Hotel
Woolloomooloo
Price was $5,080, price is now $3,921 per person
$3,921
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Excellent staff. I realized at the airport that I had left my phone in the room. They went immediately to the room, recovered the phone and connected me with a courier.
They were extremely responsible and courteous in all matters ( not just the phone mishap). I cannot praise them enough!
I also wish to comment on the beautiful room, as well! It was so well designed, spacious, and perfectly appointed. An outstanding experience!
Reviewed on Nov 1, 2026
Stay near popular Woodlands attractions
What to do in Woodlands
Personalised wine tour experience in the beautiful NSW Southern Highlands
$170
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
$316
per adult
Woodlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$101 nightly
The price is $111 total per night from Dec 15 to Dec 16
$111 total
Dec 15 - Dec 16
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Great location and helpful staff. Just had an overnight stay and it was easy and grounds are pretty"
Reviewed on Nov 12, 2026
The Gibraltar
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $182 total per night from Dec 14 to Dec 15
$182 total
Dec 14 - Dec 15
Total with taxes and fees
Bundanoon Hotel
6-18 Erith Street Bundanoon NSW
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Nov 30 to Dec 1
$85 total
Nov 30 - Dec 1
Total with taxes and fees
7.6/10 Good! (481 reviews)
"Great room in old fashioned building"
Reviewed on Nov 9, 2026
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.
Find the Best Woodlands Vacation Packages
Woodlands Essential Information
Language | English |
|---|---|
Currency | Australian dollars |
Closest Airport | Shellharbour Airport (WOL) |
Max Temp Winter | 55ºF |
Max Temp Summer | 80ºF |
Top Sights | Centennial Vineyards, Southern Highland Wines and Artemis Wines |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
