Windsor Holidays

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

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

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was €1,183, price is now €938 per person
€938
per person
7 May - 12 May
found 6 hours ago
Return flight included
Perth (PER) to Sydney (SYD)
8.2/10 Very Good! (2,635 reviews)
excellent room and survives

Reviewed on 6 Apr 2026

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was €1,184, price is now €956 per person
€956
per person
7 May - 12 May
found 6 hours ago
Return flight included
Perth (PER) to Sydney (SYD)
8.8/10 Excellent! (1,006 reviews)
Clean rooms and attentive staff. Great location to walk to city, fish markets, ferries etc. And very reasonable rates.

Reviewed on 6 Apr 2026

Rydges Cronulla Beachside

Rydges Cronulla Beachside

4 out of 5
Cronulla
Price was €1,228, price is now €1,038 per person
€1,038
per person
7 May - 12 May
found 6 hours ago
Return flight included
Perth (PER) to Sydney (SYD)
8.6/10 Excellent! (976 reviews)
Yes kitchen was equipped

Reviewed on 23 Mar 2026

Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
Mascot
Price was €1,228, price is now €1,046 per person
€1,046
per person
7 May - 12 May
found 6 hours ago
Return flight included
Perth (PER) to Sydney (SYD)
8.8/10 Excellent! (3,070 reviews)
Just stayed the one night before our flight back to Canada. Nice hotel quiet, clean and very convenient.

Reviewed on 5 Apr 2026

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Price was €1,127, price is now €993 per person
€993
per person
7 May - 12 May
found 6 hours ago
Return flight included
Perth (PER) to Sydney (SYD)
8.8/10 Excellent! (1,009 reviews)
Great location, nice buffet breakfast, friendly staff. It was nice to be able to go to sauna and have a swim and relax in the hot tub. But if you ever plan on renovating the sauna, please consult anyone from Finland beforehand!

Reviewed on 5 Apr 2026

Where to stay in Windsor

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

While visiting Berowra Waters, you might make a stop by sights like Berowra Waters Marina and Berowra Valley National Park.

Find hotels in Berowra Waters

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 €119 per night from 19 Apr to 20 Apr
€119
19 Apr - 20 Apr
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Amazing staffs, beautiful location, clean room, lot of activities for kids, very enjoyable stay.

Reviewed on 7 Apr 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 €78 per night from 10 Apr to 11 Apr
€78
10 Apr - 11 Apr
includes taxes & fees
5.2/10 (299 reviews)
Room sme

Reviewed on 23 Mar 2026

Windsor Heritage Motel
Windsor Riverview Inn

Windsor Riverview Inn

3 out of 5
47 George Street Windsor NSW
The price is €89 per night from 21 Apr to 22 Apr
€89
21 Apr - 22 Apr
includes taxes & fees
6.6/10 (324 reviews)
The room was very clean and comfortable. However, there was no toaster or crockery despite having a microwave, and the balcony door could barely be opened.

Reviewed on 27 Nov 2025

Windsor Riverview Inn
See all 648 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 €938, 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

Sydney Opera House

Sydney Opera House

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
Circular Quay

Circular Quay

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

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

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 Hop-On Hop-Off Big Bus Tour

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

€42
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Flexi Pass

Sydney Flexi Pass - Pick 3, 5, or 7 Experiences

€96
per adult
Sydney Flexi Pass - Pick 3, 5, or 7 Experiences
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

€45
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
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.