Woodlands Holidays from NZ$1,442
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The Latest Woodlands Holiday Deals
Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
NZ$1,593
per person
19 Nov - 24 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very good! (2,897 reviews)
The first disappointment was the very rude behaviour during check-in. The second disappointment was in the operation: one elevator and therefore a long wait. The third disappointment was dirty dishes in the dishwasher.
Reviewed on 25 Aug 2026
Woodlands Holiday
Our pick of the best Woodlands Hotel Deals
Berrima Bakehouse Motel
19 Old Hume Highway Berrima NSW
NZ$203
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"We are going back very soon, excellently situated accomodation and so quiet and so close to Bowral. We loved the two gueese and ducks."
Reviewed on 28 Aug 2026
The Gibraltar
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
NZ$316
8 Sept - 9 Sept
includes taxes & fees
The Imperial Motel
Cnr Bong Bong & Bundaroo Sts Bowral NSW
Fully refundableReserve now, pay when you stay
NZ$223
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Overall we enjoyed our stay,but it would have been good to know that we would be upstairs at the time of booking, it was good to have great staff to help with luggage."
Reviewed on 23 Aug 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.
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
Personalised wine tour experience in the beautiful NSW Southern Highlands
NZ$296
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
NZ$549
per adult
Frequently asked questions
How much does a Woodlands holiday package cost?
You'll find cheap prices from NZ$1,442 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 holiday to Woodlands costs.
What are the cheapest months to go to Woodlands?
If you'd like to snag a cheap Woodlands holiday package, consider travelling in May, June and August. You're likely to find lower prices on hotels and airfares during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Woodlands?
Usually, a handful of days is enough to check out the top sights during your Woodlands holiday. But if you prefer to have time to rest or go on day trips, think about extending your trip.
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 holiday as a package?
Expedia holiday 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 customised Woodlands holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Woodlands?
If you have your Woodlands holiday 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 travelling on a whim.
How to plan a trip to Woodlands?
- Choose your travel dates: The things you plan to do in Woodlands and your favourite season will help you decide when to travel.
- Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to experiences and flights. Your accommodation will probably be the biggest expense during your trip to Woodlands.
- Determine how many days away: Start by making a list of all the attractions and activities you want to get to in Woodlands. Then, estimate how long you'll need for each, including any travel time.
- Combine your airfare and accommodation: After you've nailed down your travel dates and duration, book the right Woodlands holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
