Woodlands Vacations from $1,809

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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.
APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was $2,170, price is now $1,809 per person
$1,809
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
7.6/10 Good! (1,010 reviews)
Second time staying here and will stay again. Friendly staff, very convenient location at darling harbour. Comfortable rooms

Reviewed on Oct 5, 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was $3,152, price is now $2,522 per person
$2,522
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
Clean rooms, great friendly staff. Always love our short stays here.

Reviewed on Oct 15, 2025

The Grand National Hotel by Saint Peter

The Grand National Hotel by Saint Peter

3.5 out of 5
Paddington
Price was $2,307, price is now $1,894 per person
$1,894
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
9/10 Wonderful! (2 reviews)
Excellent boutique hotel. Chris and the entire staff could not have been more hospitable. Perfectly clean and beautifully appointed room. We stayed two nights and had the most incredible meal at Saint Peter. Could not recommend it more highly.

Reviewed on Sep 15, 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Price was $2,350, price is now $1,977 per person
$1,977
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.4/10 Very Good! (1,001 reviews)
Great stay would recommend to anyone

Reviewed on Oct 11, 2025

Aerotel Sydney - Inside International Terminal Airport

Aerotel Sydney - Inside International Terminal Airport

3 out of 5
Mascot
Price was $3,132, price is now $2,678 per person
$2,678
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
7.6/10 Good! (28 reviews)
Located inside Sydney airport. Convenient to those with early flights. Nice bathroom.

Reviewed on Oct 7, 2025

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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

Woodlands Hotel Deals

Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

4 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
$139 nightly
The price is $153 total per night from Nov 2 to Nov 3
$153 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Bowral trip
"Was good. Lotus restaurant food was nice. Plenty of on site parking"

Reviewed on Oct 10, 2025

Park Proxi Gibraltar Bowral
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
$103 nightly
The price is $114 total per night from Oct 22 to Oct 23
$114 total
Oct 22 - Oct 23
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"Yes , loved our stay at the Berrima Bakehouse"

Reviewed on Oct 10, 2025

Berrima Bakehouse Motel
Bundanoon Hotel

Bundanoon Hotel

3 out of 5
6-18 Erith Street, Bundanoon, NSW
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $89 total per night from Oct 16 to Oct 17
$89 total
Oct 16 - Oct 17
Total with taxes and fees
7.6/10 Good! (434 reviews)
"The hotel is old but was mostly OK. Windows in our room needed a wash. Our room was not serviced in the 4 days we stayed - did not know you had to ask to have it done."

Reviewed on Oct 7, 2025

Bundanoon Hotel
See all 461 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.

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 $1,809 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.