Windsor Holidays

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Price found within the past 48 hours. Click for updated prices.
Hoteloco

Hoteloco

2 out of 5
Alexandria
per person
20 Aug - 24 Aug
found 22 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.6/10 Exceptional! (58 reviews)
My wife and I recently stayed at this hotel and had an absolutely fantastic experience from start to finish. From the moment we arrived, the staff were incredibly welcoming and attentive, making us feel instantly at home. The room was spotless, beautifully decorated, and offered a lovely mix of comfort and style. Location-wise, the hotel is in a great spot — close to train station, Restaurant, The Grounds, Supermarket, etc. Yet peaceful enough for a restful night’s sleep. Overall, we couldn’t have asked for a better experience. We’ll definitely be returning.

Reviewed on 20 Jul, 2025

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
per person
20 Aug - 24 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,006 reviews)
It was a perfect place to stay. Thank you.

Reviewed on 18 Jul, 2025

The Ultimo

The Ultimo

4 out of 5
Haymarket
per person
20 Aug - 24 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
Staff were excellent. Room faced onto very noisy street at night ( car racing) & unfortunately hotel undergoing renovations ( jack hammers, builders noise). We were advised of this AFTER our booking was made

Reviewed on 2 Jun, 2025

The Sebel Sydney Martin Place

The Sebel Sydney Martin Place

4 out of 5
Sydney Central Business District
per person
20 Aug - 24 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (89 reviews)
Good breakfast and services

Reviewed on 13 Jul, 2025

Sydney Central Hotel managed by The Ascott Limited

Sydney Central Hotel managed by The Ascott Limited

4 out of 5
Haymarket
per person
20 Aug - 24 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
Good location and quick service. Nice breakfast buffet. A slope at the front entrance with automatic doors would make it easier to enter with large suitcases.

Reviewed on 20 Jul, 2025

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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Sydney Central Business District

2 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 by IHG

Crowne Plaza Hawkesbury Valley by IHG

4 out of 5
61 Hawkesbury Valley Way, Windsor, NSW
Fully refundable
The price is S$166 per night from 24 Jul to 25 Jul
S$166
24 Jul - 25 Jul
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Excellent, beautiful place to stay."

Reviewed on 15 Jul, 2025

Crowne Plaza Hawkesbury Valley by IHG
Tates Hotel Windsor

Tates Hotel Windsor

3 out of 5
335 George St, Windsor, NSW
5.8/10 (70 reviews)
Comfortable to stay at
"Initially went past then found entrance off a side street. Quick book in. Parking availability limited.Nice bistro"

Reviewed on 11 Jul, 2025

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Tates Hotel Windsor
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street, Windsor, NSW
The price is S$105 per night from 27 Jul to 28 Jul
S$105
27 Jul - 28 Jul
includes taxes & fees
5.2/10 (283 reviews)
"Everything was diabolically dirty, theirs mould in bathroom, shower was brown, the basin sink tap was broken etc etc"

Reviewed on 1 Jul, 2025

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 S$755, 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

4.5/5(293 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Circular Quay showing a city, central business district and modern architecture

Circular Quay

4.5/5(313 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(317 reviews)

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Things to do

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

S$166
per adult
88% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

S$83
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Blue Mountains Sunset & Three Sisters Small Group Tours

Blue Mountains Sunset & Three Sisters Tour Comfortable Wildlife Experience

S$122
per adult
94% of travellers recommend
Blue Mountains Sunset & Three Sisters Tour Comfortable Wildlife Experience
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. 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.