Woodlands Vacations from $3,688

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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.
Kaban Power 7

Kaban Power 7

2 out of 5
Doonside
Price was $6,353, price is now $3,688 per person
$3,688
per person
Sep 8 - Sep 13
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews

25hours Hotel Sydney The Olympia

25hours Hotel Sydney The Olympia

5 out of 5
Paddington
Price was $6,831, price is now $3,957 per person
$3,957
per person
Sep 8 - Sep 13
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.4/10 Exceptional! (54 reviews)
We found the Olympia Hotel great, location perfect. overall a great stay. we will be back

Reviewed on Jun 16, 2026

Novotel Sydney West HQ Hotel

Novotel Sydney West HQ Hotel

4 out of 5
Rooty Hill
Price was $6,760, price is now $3,934 per person
$3,934
per person
Sep 8 - Sep 13
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Great facilities around and a great hub for a family with bowling and Timezone across the road and the fantastic food availability also.

Reviewed on Jul 1, 2026

Valentine On George

Valentine On George

4 out of 5
Haymarket
Price was $6,581, price is now $3,852 per person
$3,852
per person
Sep 8 - Sep 13
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
Great hotel. Clean room, comfortable bed, spacious room. Will definitely stay again! The staff were lovely

Reviewed on Jun 21, 2026

Crowne Plaza Sydney Macquarie Park by IHG

Crowne Plaza Sydney Macquarie Park by IHG

4 out of 5
Macquarie Park
Price was $6,555, price is now $3,856 per person
$3,856
per person
Sep 8 - Sep 13
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
The reception is often unstaffed, and there is no bell there to call for help when needed.

Reviewed on Jun 21, 2026

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Stay near popular Woodlands attractions

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 lively bars.
See properties

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
$166 nightly
The price is $183 total per night from Jul 13 to Jul 14
$183 total
Jul 13 - Jul 14
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"We stayed at a family room. Spacious. Head boards could do with a little more cleaning. Charging ports on the sides of the head boards were convenient. Swimming pool was very nice temperature. Great value breakfast overlooking the golf course was very relaxing. It could really help if flag were different ..."

Reviewed on Jun 30, 2026

The Gibraltar
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
$103 nightly
The price is $114 total per night from Jul 5 to Jul 6
$114 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"Beautiful area and close to other unique country towns. Motel clean and tidy."

Reviewed on Jun 29, 2026

Berrima Bakehouse Motel
Links House

Links House

4 out of 5
17 Links Road Burradoo NSW
$144 nightly
The price is $160 total per night from Jul 5 to Jul 6
$160 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (788 reviews)
"Links House is the perfect venue for the quintessential Highlands escape. The accommodation is clean, comfortable and cosy, complimentary breakfast - delicious. Highlight was sitting by the fire in the communal lounge room and of course the staff, Michael is the absolute best! Thanks for a memorable ..."

Reviewed on Jun 27, 2026

Links House
See all 440 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.

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

How much does a Woodlands vacation package cost?
You'll find cheap prices from $3,688 on Expedia for your Woodlands getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Woodlands costs.
What are the cheapest months to go to Woodlands?
You're likely to find lower prices and greater availability in June, July and October. Explore our cheap Woodlands vacation packages and you could get some great off-season discounts.
How many days is enough for Woodlands?
The ideal length for your Woodlands vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you plenty of time to go to all the major attractions and discover some hidden spots along the way.
How to find the best Woodlands package deals?
Bagging a cheap Woodlands package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Woodlands package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Woodlands vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Woodlands vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Woodlands?
If you have your Woodlands vacation dates finalized, book as soon as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Woodlands vacation packages?
Jet off on your perfect escape to Woodlands with our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next paycheck — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.