Windsor Holidays from NZ$882

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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$1,319, price is now NZ$882 per person
NZ$882
per person
17 Mar - 19 Mar
found 17 hours ago
Return flight included
Christchurch (CHC) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
The room was clean and the staff were very friendly. The rooms are tiny and the furniture was wore with bare edges. It served our purposes.

Reviewed on 14 Feb 2026

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Save 100% on your flight
Price was NZ$1,748, price is now NZ$915 per person
NZ$915
per person
4 May - 8 May
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.8/10 Excellent! (981 reviews)
Room clean staff friendly close to shops

Reviewed on 23 Jan 2026

Bright 2-bed Flat With Balcony in Vaucluse

Bright 2-bed Flat With Balcony in Vaucluse

2.5 out of 5
Vaucluse
Save 100% on your flight
Price was NZ$2,307, price is now NZ$1,433 per person
NZ$1,433
per person
16 Mar - 21 Mar
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
The Ultimo

The Ultimo

4 out of 5
Haymarket
Price was NZ$2,327, price is now NZ$1,476 per person
NZ$1,476
per person
24 Apr - 1 May
found 6 hours ago
Return direct flight included
Napier (NPE) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
Very well located pet friendly hotel that didn’t cost too much. We’ll definitely be back.

Reviewed on 7 Feb 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was NZ$2,050, price is now NZ$1,399 per person
NZ$1,399
per person
1 Apr - 6 Apr
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
Great staff, clean simple room, central location.

Reviewed on 11 Feb 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
Three horses in the shade in a field on the Great Northern Road between Wiseman's Ferry and Bucketty, Yengo National Park, NSW, Australia

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
Fully refundable
The price is NZ$227 per night from 18 Feb to 19 Feb
NZ$227
18 Feb - 19 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The reception staff lets the establishment down

Reviewed on 26 Jan 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$170 per night from 23 Feb to 24 Feb
NZ$170
23 Feb - 24 Feb
includes taxes & fees
5.2/10 (295 reviews)
The motel is basic but suitable for my need.

Reviewed on 18 Sept 2025

Windsor Heritage Motel
Luxury House 5 Bedrooms River View

Luxury House 5 Bedrooms River View

Windsor NSW
The price is NZ$827 per night from 19 Feb to 20 Feb
NZ$827
19 Feb - 20 Feb
includes taxes & fees
Luxury House 5 Bedrooms River View
See all 613 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$882, 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

Circular Quay showing street scenes, a city and a sunset

Circular Quay

4.5/5(4,882 reviews)

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 Opera House showing a bay or harbor, modern architecture and a monument

Sydney Opera House

4.5/5(3,486 reviews)

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
Sydney Harbour Bridge showing night scenes, a bridge and a sunset

Sydney Harbour Bridge

4.5/5(3,601 reviews)

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 Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$57
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$80
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

NZ$424
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
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.