Windsor Holidays
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Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney QVB
Sydney Central Business District
S$1,354
per person
19 Sept - 24 Sept
found 1 day ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Unfortunately, our stay was disappointing and did not reflect the room or price originally advertised. On arrival, we were charged more than the amount quoted when booking. We had also reserved an executive room with two double beds but were instead allocated a very small room with two single beds.
Although the room had an unusually large balcony, the interior was cramped and poorly maintained. The wallpaper was peeling, the fridge was overheating—which raised genuine safety concerns—and there was considerable mould in and around the bathroom sink.
Overall, the room did not meet the standard expected of an executive room, and the discrepancy in both the price and room configuration made the experience particularly frustrating. The hotel needs to improve its booking accuracy, transparency around charges, maintenance and cleanliness.
Reviewed on 11 Aug, 2026
Rydges Darling Square Apartment Hotel
Sydney Central Business District
S$1,431
per person
19 Sept - 24 Sept
found 1 day ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,563 reviews)
Great location and so central. Lovely place to stay with family.
Reviewed on 10 Aug, 2026
Where to stay in Windsor
Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Wisemans Ferry
You'll enjoy the cafes and riverfront in Wisemans Ferry. You might want to make time for a stop at Dharug National Park or Hawkesbury River.
Dangar Island
Travellers like the parks in Dangar Island, and Brisbane Water National Park is a top attraction you might want to visit.
Berowra Waters
While visiting Berowra Waters, you might make a stop by sights like Berowra Waters Marina and Marramarra National Park.
Kurrajong
Travellers like the parks in Kurrajong, and Wollemi National Park is a top attraction you might want to visit.
North Richmond
Travellers like the parks in North Richmond, and Hawkesbury River is a top attraction you might want to visit.
Top hotels in Windsor
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
S$176
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Wonderful breakfast and wonderful area. Smallish room but we only stayed the one night."
Reviewed on 10 Aug, 2026
Windsor Heritage Motel
54 George Street Windsor NSW
S$118
12 Aug - 13 Aug
includes taxes & fees
Meriton Suites George Street, Parramatta
180 GEORGE STREET, Parramatta NSW
Fully refundableReserve now, pay when you stay
S$790
3 Sept - 4 Sept
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Customer service has gone down since last time I visited. The sink in the washroom was blocked and took 3 calls and personal visits downstairs to get their attention. Not tempted to return to this place."
Reviewed on 6 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.
Frequently asked questions
How much does a Windsor holiday package cost?
Perhaps less than you might think — from a tempting S$1,354, in fact! By combining flights, hotels and car rentals into a custom-built travel package, your Windsor escape is just clicks away.
How do I get a cheap travel package to Windsor?
If you love getting an amazing deal, combine your bookings into a Windsor holiday package. Whether you're looking for flights, hotels, rental cars or activities, you can book them all in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 hotel options globally to choose from. Fly with who you want, check in where you like and save some cash — now that's the perfect getaway!
Where should I stay in Windsor?
A trip to Windsor isn't complete without visiting Hawkesbury River, Hawkesbury Race Club and Lynwood Country Club. Spend your evenings close to these attractions and make sightseeing a breeze.
What are the top hotels in Windsor?
If it's your first visit to Windsor, lock in a room at Crowne Plaza Hawkesbury Valley, an IHG Hotel or Windsor Terrace Motel. Both will make you feel at home and are favourites with lots of travellers.
How far in advance should I book my Windsor holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most air carriers advertise tickets up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, low prices to Windsor will sometimes occur in the weeks leading up to departure.
What does an Expedia Windsor travel package include?
Expedia has all you need to book your Windsor escape, but what your package looks like depends on you. Choose from a combination of rental cars, flights and hotels. After some tours or experiences to fill in your time? Once you've made your booking, you can add them on too. No matter your budget or style, there's a package to suit your needs.
What should I know before booking a Windsor travel package?
A travel package can be customized for your circumstances and is a fantastic way to stretch your hard-earned dollars. What you include is completely up to you. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a Windsor Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just select your favourite carrier and put together your ideal Windsor trip.
If I'm not able to travel, can I cancel my Windsor holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Windsor holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
Stay near popular Windsor attractions
Hawkesbury Regional Gallery
Enjoy an outing to Hawkesbury Regional Gallery during your stay in Sydney. Amble within the gardens or visit the spas in this relaxing area.
Things to do
Sydney: The Art of Indian Seven-Course Cooking Masterclass
S$188
per adult
Upside Down House Photo Experience in Sydney
S$19
per adult
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
S$57
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.