Windsor Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Where to stay in Windsor

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

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 S$174 per night from 8 Dec to 9 Dec
S$174
includes taxes & fees
8 Dec - 9 Dec
8.8/10 Excellent! (1,000 reviews)
"The whole experience was fantastic. Nothing to complain about ."

Reviewed on 15 Nov,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 S$87 per night from 26 Nov to 27 Nov
S$87
includes taxes & fees
26 Nov - 27 Nov
6/10 (45 reviews)
"Karaoke, lovely staff, not crowded, clean, comfortable bedroom"

Reviewed on 10 Nov,2024

Tates Hotel Windsor
Windsor Motel
Windsor Motel
3 out of 5
54 George Street, Windsor, NSW
The price is S$109 per night from 30 Nov to 1 Dec
S$109
includes taxes & fees
30 Nov - 1 Dec
5.2/10 (265 reviews)
"It was convenient, shops were walking distance, nice and quiet."

Reviewed on 4 Nov,2024

Windsor Motel
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 , 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.