Windsor Holidays from NZ$854

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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
Price was NZ$1,235, price is now NZ$854 per person
NZ$854
per person
30 Jan - 1 Feb
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
Water leakage in the washrooms and door locks? Mattresses were little uncomfortable.

Reviewed on 28 Dec 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was NZ$1,537, price is now NZ$1,074 per person
NZ$1,074
per person
23 Feb - 27 Feb
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
7.6/10 Good! (1,001 reviews)
Perfect location, spacious apartment. Especially appreciated the assistance of the wonderful staff, Patik, who helped us when we lost our phone. We were spoilt for choice in a variety of Asian cuisine due to location. 4min walk to Paddy Markets, 5mon walk to Darling Harbour. Loved it

Reviewed on 7 Nov 2025

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Save 100% on your flight
Price was NZ$3,010, price is now NZ$2,120 per person
NZ$2,120
per person
30 Jan - 4 Feb
found 19 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was NZ$1,885, price is now NZ$1,357 per person
NZ$1,357
per person
27 Feb - 2 Mar
found 3 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
9/10 Wonderful! (596 reviews)
Initial room was sub standard with mol

Reviewed on 13 Dec 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
Price was NZ$1,669, price is now NZ$1,203 per person
NZ$1,203
per person
23 Feb - 27 Feb
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8/10 Very Good! (2,719 reviews)
Great stay, good clean & comfortable room, very quiet & with good bedding, friendly helpful staff. APX World Square is in a very good location, with easy to access to Chinatown light rail, Museum station 5 min walk & Central 10 min walk, very close to Capital Theatre & easy public transport to other Theatre's Including Royal, Lyric & Opera house. Every possible choice of food & drink requirements, Coles supermarket 3 min walk in the World Square centre. We will certainly be considering staying again for future visits

Reviewed on 9 Dec 2025

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
Default Image

Wisemans Ferry

You'll enjoy the cafes and riverfront in Wisemans Ferry. You might want to make time for a stop at Hawkins Lookout or Dharug National Park.

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
The price is NZ$224 per night from 4 Jan to 5 Jan
NZ$224
4 Jan - 5 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The room was cozy and tidy. The staff were very helpful, they have provided us extra bed for free.

Reviewed on 21 Dec 2025

Crowne Plaza Hawkesbury Valley by IHG
PARKROYAL Parramatta

PARKROYAL Parramatta

4.5 out of 5
30 Phillip Street Parramatta NSW
Fully refundableReserve now, pay when you stay
The price is NZ$245 per night from 15 Jan to 16 Jan
NZ$245
15 Jan - 16 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Did not use the bar and paid for breakfast as part of my package

Reviewed on 27 Dec 2025

PARKROYAL Parramatta
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$192 per night from 11 Jan to 12 Jan
NZ$192
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (911 reviews)
Excellent

Reviewed on 18 Dec 2025

Meriton Suites George Street, Parramatta
See all 619 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$854, 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.

Discover the most popular places to visit in Windsor

Sydney Opera House

Sydney Opera House

The bold lines of the Sydney Opera House speak more about Sydney than any other part of this cosmopolitan city of four million.

Sydney Opera House
Circular Quay showing street scenes, a city and a sunset

Circular Quay

Trains, buses and boats all make a bee-line for Circular Quay, a place at the heart of Sydney's journeying – and so should you.

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

A colossus of engineering, the Harbour Bridge brings the pieces of Sydney together, and offers you a different perspective on the city's wide-angle drama.

Sydney Harbour Bridge

Activities

Sydney Hop-On Hop-Off Big Bus Tour

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

NZ$71
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$56
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

NZ$34
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.