Windsor Holidays

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to €185 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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
per person
25 Dec - 30 Dec
just found
Return flight included
Dublin (DUB) to Sydney (SYD)
8.4/10 Very Good! (910 reviews)
Friendly, helpful staff. The lower floors have patio access, which was quiet, shaded and very pleasant. Excellent breakfast buffet the morning after. The only real downside was the low hotwater pressure.

Reviewed on 30 Oct 2024

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
25 Dec - 30 Dec
just found
Return flight included
Dublin (DUB) to Sydney (SYD)
9.4/10 Exceptional! (1,007 reviews)
Absolute satisfaction!

Reviewed on 24 Oct 2024

Harbour Rocks Hotel

Harbour Rocks Hotel

5 out of 5
The Rocks
per person
25 Dec - 30 Dec
just found
Return flight included
Dublin (DUB) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
Nice and convenient to all amenities

Reviewed on 23 Oct 2024

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
per person
25 Dec - 30 Dec
just found
Return flight included
Dublin (DUB) to Sydney (SYD)
8.4/10 Very Good! (1,008 reviews)
Lovely place and lovely staff

Reviewed on 30 Oct 2024

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
25 Dec - 30 Dec
just found
Return flight included
Dublin (DUB) to Sydney (SYD)
8.6/10 Excellent! (1,004 reviews)
Lovely helpful staff. Fantastic location

Reviewed on 2 Nov 2024

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Default Image

Sydney Central Business District

1 out of top 10 points of interest in this area
4.5/5(343 area reviews)

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Find hotels in Sydney Central Business District

Top hotels in Windsor

Crowne Plaza Hawkesbury Valley, an IHG Hotel
Crowne Plaza Hawkesbury Valley, an IHG Hotel
4 out of 5
61 Hawkesbury Valley Way, Windsor, NSW
Fully refundable
The price is €111 per night from 24 Nov to 25 Nov
€111
includes taxes & fees
24 Nov - 25 Nov
8.8/10 Excellent! (1,001 reviews)
"It's a very good place to stay,we enjoyed the kids entertainment room and buffet breakfast."

Reviewed on 10 Oct 2024

Crowne Plaza Hawkesbury Valley, an IHG Hotel
Tates Hotel Windsor
Tates Hotel Windsor
3 out of 5
335 George St, Windsor, NSW
Fully refundableReserve now, pay when you stay
The price is €60 per night from 3 Nov to 4 Nov
€60
includes taxes & fees
3 Nov - 4 Nov
6/10 (43 reviews)
"The staff were friendly"

Reviewed on 15 Sep 2024

Tates Hotel Windsor
Windsor Motel
Windsor Motel
3 out of 5
54 George Street, Windsor, NSW
The price is €73 per night from 8 Nov to 9 Nov
€73
includes taxes & fees
8 Nov - 9 Nov
5.2/10 (241 reviews)
"Good"

Reviewed on 8 Sep 2024

Windsor Motel
See all 555 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 €2,255, 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

Image for Circular Quay

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
Image for 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
Image for 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

Image for Sydney Hop-On Hop-Off Big Bus Tour

Sydney Hop-On Hop-Off Big Bus Tour

€43
Per adult
84% of travellers recommend
Sydney Hop-On Hop-Off Big Bus Tour
Image for Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

€53
Per adult
100% of travellers recommend
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen
Image for Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

€48
Per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
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.