Windsor Holidays

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Sydney Central Hotel managed by The Ascott Limited

Sydney Central Hotel managed by The Ascott Limited

4 out of 5
Haymarket
per person
25 Jul - 28 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
Great hotel, greatbposition

Reviewed on 9 Jun, 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
25 Jul - 28 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
It was fine. Just fine. Also, there was a used razor in my shower, so can I assume my shower wasn’t cleaned between guests? Gross

Reviewed on 11 Jun, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
25 Jul - 28 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
9.4/10 Exceptional! (1,002 reviews)
This hotel was so fun and full of cheeky humor. I would absolutely stay here again

Reviewed on 1 Jun, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
25 Jul - 28 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
8.2/10 Very Good! (2,089 reviews)
We stayed at Yehs hotel Sydney Harbour suites for 3 nights and enjoyed our stay. The lobby was welcoming and the staff very friendly and useful. Our suite was comfortable although a bit dated however, everything worked well. We found the sofa a bit uncomfortable but the bed and pillows were very comfortable. Great location, able to walk everywhere we wanted and also close to the public transit.

Reviewed on 18 Jun, 2025

Sir Stamford At Circular Quay

Sir Stamford At Circular Quay

5 out of 5
Sydney Central Business District
per person
25 Jul - 28 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (1,009 reviews)
Antique styling was like stepping back in time.

Reviewed on 16 Jun, 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

3 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$159 per night from 30 Jun to 1 Jul
S$159
30 Jun - 1 Jul
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"We had a wonderful stay here. The staff were so friendly. The premises were beautiful. Comfortable and clean rooms. Overall, we were really happy ad will definitely come back! Additional shout out to Julie who helped us with our luggage upon arrival."

Reviewed on 9 Jun, 2025

Crowne Plaza Hawkesbury Valley by IHG
Tates Hotel Windsor
Tates Hotel Windsor
3 out of 5
335 George St, Windsor, NSW
Fully refundableReserve now, pay when you stay
5.8/10 (68 reviews)
"Stuff really friendly and welcoming"

Reviewed on 26 Apr, 2025

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Tates Hotel Windsor
Windsor Riverview Inn
Windsor Riverview Inn
3 out of 5
47 George Street, Windsor, NSW
The price is S$85 per night from 22 Jun to 23 Jun
S$85
22 Jun - 23 Jun
includes taxes & fees
6.6/10 (316 reviews)
"the shower was hot and the bed was comfortable"

Reviewed on 14 Apr, 2025

Windsor Riverview Inn
See all 582 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$858, 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$167
per adult
92% 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
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

S$71
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. 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.