Woodlands Vacations from $1,365

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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.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $1,539, price is now $1,365 per person
$1,365
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
8.2/10 Very Good! (2,699 reviews)
Excellent location, good service. Room was mildly unclean and facilities were fine rather than pristine but for the price and the location we were extremely happy. We could easily access everything circular quay had to offer

Reviewed on May 1, 2026

Cosy 1-bedroom Apartment Close to the City

Cosy 1-bedroom Apartment Close to the City

2.5 out of 5
Cremorne
Price was $1,950, price is now $1,627 per person
$1,627
per person
Jun 16 - Jun 21
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
No reviews
Nesuto Woolloomooloo Sydney Apartments

Nesuto Woolloomooloo Sydney Apartments

3.5 out of 5
Woolloomooloo
Price was $1,850, price is now $1,604 per person
$1,604
per person
Jul 27 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
Close to the CBD and Botanical Gardens

Reviewed on Apr 22, 2026

The Capitol Hotel Sydney

The Capitol Hotel Sydney

4 out of 5
Haymarket
Price was $1,753, price is now $1,548 per person
$1,548
per person
Jul 27 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
9/10 Wonderful! (926 reviews)
Clean and tidy hotel. Staff were friendly and accomodating. Realised we didn’t get given the free welcome drinks as per our Expedia booking which was disappointing. We didn’t ask but it wasn’t offered either

Reviewed on May 3, 2026

The Langham, Sydney

The Langham, Sydney

5 out of 5
Millers Point
Price was $1,664, price is now $1,511 per person
$1,511
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
9.8/10 Exceptional! (1,002 reviews)
We stayed in a one bedroom suite for two nights for three people. The fold out bed is terrible with the mattress having springs / lumps everywhere. Very poor mattress for the money you pay. Room service food was the worst. I had a simple order of a ham and cheese toasted sandwich - it was burnt so I asked for a new unburnt one to be cooked. When it came back they had taken off one side and flipped the burnt side over. So it was burnt and uneditable - for $38 total. The Conciege service was outstanding. With so many options in Sydney for accomodation and if you know you will need a sofa bed and just want simple room service there are others choices

Reviewed on Apr 30, 2026

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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

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

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

$326
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
See all activities in Woodlands

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
$145 nightly
The price is $160 total per night from May 31 to Jun 1
$160 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Comfortable accommodation and friendly staff.

Reviewed on May 3, 2026

The Gibraltar
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
$109 nightly
The price is $120 total per night from May 10 to May 11
$120 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
Clean and tidy room, excellent service Highly recommend it

Reviewed on May 4, 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
$92 nightly
The price is $101 total per night from May 21 to May 22
$101 total
May 21 - May 22
Total with taxes and fees
7.6/10 Good! (459 reviews)
The hotel had a lot of character. Very handy and a great restaurant.

Reviewed on Apr 17, 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.

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 $1,365 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.