Windsor Holidays from NZ$1,581
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Top Holiday Package Deals in Windsor
Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney QVB
Sydney Central Business District
NZ$1,719
per person
20 Oct - 27 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Staff were helpful. Room was quiet and clean, though bathroom tiles were cracked in some places. Clean, but a bit worn. Room was small but efficient. Area of hotel is very convenient when getting train to/from airport. Short walking distance (15-20min) to Circular Quay, The Rocks and Opera House. Lots of supermarkets and restaurants in close proximity to get food as needed. Wonder if the room would get hot in summer as not too much control over room temp/fan.
Reviewed on 15 Aug 2026
Our guide on 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.
Our pick of the best Windsor Hotel Deals
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
NZ$234
23 Aug - 24 Aug
includes taxes & fees
Windsor Heritage Motel
54 George Street Windsor NSW
NZ$152
23 Aug - 24 Aug
includes taxes & fees
Meriton Suites George Street, Parramatta
180 GEORGE STREET, Parramatta NSW
Fully refundableReserve now, pay when you stay
NZ$1,052
3 Sept - 4 Sept
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Ace! 5 stars"
Reviewed on 12 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 NZ$1,581, 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.
Activities
Sydney: The Art of Indian Seven-Course Cooking Masterclass
NZ$253
per adult
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
NZ$62
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
NZ$77
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.