Windsor Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
Price was €2,769, price is now €2,484 per person
€2,484
per person
28 Dec - 31 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to Sydney (SYD)
16.8/10 Exceptional! (1,003 reviews)
Good location can get bus into Sydney or Kings Cross

Reviewed on 18 Nov 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was €4,535, price is now €3,828 per person
€3,828
per person
29 Dec - 3 Jan
found 15 hours ago
Return flight included
Rome (ROM) to Sydney (SYD)
15.2/10 Exceptional! (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

Bright Studio Steps From Westmead Hospital

Bright Studio Steps From Westmead Hospital

2.5 out of 5
Westmead
Price was €3,986, price is now €3,498 per person
€3,498
per person
29 Dec - 3 Jan
found 15 hours ago
Return flight included
Rome (ROM) to Sydney (SYD)
No reviews
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was €4,713, price is now €4,169 per person
€4,169
per person
29 Dec - 3 Jan
found 15 hours ago
Return flight included
Rome (ROM) to Sydney (SYD)
18.8/10 Exceptional! (753 reviews)
Bed was really comfortable but lights were confusing as we couldn’t read the instructions on how to switch on/off. No soap for the hand basin so had to use soap from the shower. Toilet got blocked but that was quickly dealt with. It was a convenient spot and the breakfast in the restaurant downstairs was delicious and not pricey.

Reviewed on 16 Nov 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
Price was €2,873, price is now €2,566 per person
€2,566
per person
28 Dec - 31 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to Sydney (SYD)
16/10 Exceptional! (2,719 reviews)
Lovely Apartment and very well equipped

Reviewed on 13 Nov 2025

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 Dharug National Park or Hawkesbury River.

Find hotels in Wisemans Ferry

Top hotels in Windsor

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 €109 per night from 14 Dec to 15 Dec
€109
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Eggs tasteless

Reviewed on 5 Nov 2025

Crowne Plaza Hawkesbury Valley by IHG
Windsor Riverview Inn

Windsor Riverview Inn

3 out of 5
47 George Street Windsor NSW
6.6/10 (323 reviews)
Nice clean room, basic but clean. Great ac and outdoor space

Reviewed on 16 Nov 2025

Get rates
Windsor Riverview Inn
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street Windsor NSW
5.2/10 (293 reviews)
The motel is basic but suitable for my need.

Reviewed on 18 Sept 2025

Get rates
Windsor Heritage Motel
See all 610 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 €2,484, 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.

Popular places to visit

Circular Quay featuring modern architecture, street scenes and central business district

Circular Quay

4.5/5(313 reviews)

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(293 reviews)

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(317 reviews)

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

Sydney Guided Sightseeing Bus Tour

Sydney Guided Sightseeing Bus Tour

€28
per adult
86% of travellers recommend
Sydney Guided Sightseeing Bus Tour
Picture 2 for Activity Sydney Harbour Sightseeing Cruise from Circular Quay

Sydney Harbour Sightseeing Cruise from Circular Quay

€19
per adult
100% of travellers recommend
Sydney Harbour Sightseeing Cruise from Circular Quay
Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

€117
per adult
92% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
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.