Woodlands Vacations from $1,656
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Adina Apartment Hotel Bondi Beach Sydney
Bondi Beach
$2,173
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9.2/10 Wonderful! (1,178 reviews)
Both the girls at check in were first class and made my process so easy. A great place to stay in Bondi
Reviewed on Aug 10, 2026
Coogee Bay Boutique Hotel
Coogee
$2,010
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.8/10 Excellent! (876 reviews)
Was an amazing stay! Travelled round Melbourne and Sydney whilst in Australia and definitely the best hotel we stayed in! Definitely would recommend to others staying in the Coogee/ Bondi area
Reviewed on May 22, 2026
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 top-notch restaurants.
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 lively bars.
Forty Foot Falls Walking Track Trailhead
Commune with nature and explore the great outdoors at Forty Foot Falls Walking Track Trailhead during your travels in Woodlands.
What to do in Woodlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
$318
per adult
Woodlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
$108 nightly
$118 total
Sep 1 - Sep 2
Total with taxes and fees
The Gibraltar
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
$170 nightly
$187 total
Aug 17 - Aug 18
Total with taxes and fees
The Imperial Motel
Cnr Bong Bong & Bundaroo Sts Bowral NSW
Fully refundableReserve now, pay when you stay
$122 nightly
$134 total
Aug 20 - Aug 21
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
"From check in to check our, it was excellent. So central to town. Super comfy beds, fabulous shower pressure. Would definitely stay again"
Reviewed on Aug 11, 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 |
More vacations you might like
Frequently asked questions
How much does a Woodlands vacation package cost?
You'll find cheap prices from $1,656 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.
