Windsor Holidays from NZ$1,403

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Top Holiday Package Deals in Windsor

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$2,587, price is now NZ$1,403 per person
NZ$1,403
per person
22 Sept - 28 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.4/10 Very good! (1,005 reviews)
All of the above

Reviewed on 28 June 2026

Stylish 3-bed Newport Stay With Balcony

Stylish 3-bed Newport Stay With Balcony

2.5 out of 5
Newport
Save 100% on your flight
Price was NZ$3,472, price is now NZ$1,962 per person
NZ$1,962
per person
23 Aug - 30 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

Wake Up to the Ocean: 1-bed With Pool & Views

Wake Up to the Ocean: 1-bed With Pool & Views

2.5 out of 5
Manly
Save 100% on your flight
Price was NZ$3,355, price is now NZ$1,908 per person
NZ$1,908
per person
23 Aug - 30 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

North-east Facing Modern 2-bed Apartment

North-east Facing Modern 2-bed Apartment

2.5 out of 5
Freshwater
Save 100% on your flight
Price was NZ$3,243, price is now NZ$1,856 per person
NZ$1,856
per person
23 Aug - 30 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

Spacious 3-bed Apartment in the Heart of St Ives

Spacious 3-bed Apartment in the Heart of St Ives

2.5 out of 5
St Ives
Save 100% on your flight
Price was NZ$2,871, price is now NZ$1,693 per person
NZ$1,693
per person
23 Aug - 30 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

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
A tree in a grassy field with horses grazing nearby.

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.

Find hotels in Wisemans Ferry

Our pick of the best Windsor Hotel Deals

Crowne Plaza Hawkesbury Valley by IHG

Crowne Plaza Hawkesbury Valley by IHG

4 out of 5
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
The price is NZ$252 per night from 16 July to 17 July
NZ$252
16 July - 17 July
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Very nice room and great breakfast. Only downside was no microwave in the room we stayed in."

Reviewed on 8 June 2026

Crowne Plaza Hawkesbury Valley by IHG
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street Windsor NSW
The price is NZ$143 per night from 7 July to 8 July
NZ$143
7 July - 8 July
includes taxes & fees
5.2/10 (301 reviews)
"Permanent residents noisy"

Reviewed on 31 May 2026

Windsor Heritage Motel
Meriton Suites George Street, Parramatta

Meriton Suites George Street, Parramatta

4.5 out of 5
180 GEORGE STREET, Parramatta NSW
Fully refundableReserve now, pay when you stay
The price is NZ$1,011 per night from 26 July to 27 July
NZ$1,011
26 July - 27 July
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Excellent staff at check in and departure very helpful and professional.Room was very clean and the location for Com Bank Stadium,train and ferry was great.Would stay again and would highly recommend."

Reviewed on 27 June 2026

Meriton Suites George Street, Parramatta
See all 676 properties in Windsor
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$1,403, 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

Hawkesbury Regional Gallery is just one of the places to see in Sydney, so why not enjoy the other things to explore during your travels? Amble within the gardens or visit the spas in this relaxing area.
See properties

Activities

Sydney: The Art of Indian Seven-Course Cooking Masterclass

Sydney: The Art of Indian Seven-Course Cooking Masterclass

NZ$255
per adult
Sydney: The Art of Indian Seven-Course Cooking Masterclass
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$62
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

NZ$77
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.