Windsor Holidays from AU$615

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Your Windsor Holiday

Book a holiday package to Windsor and immerse yourself in everything this fishing neighbourhood has to offer. With a reputation for watersports, cycling and culture, your next great adventure is waiting for you here. Eager to explore the sights during your trip to Windsor? Make sure you check out nearby attractions such as Hawkesbury River, Hawkesbury Race Club and Lynwood Country Club. No matter your travel plans or budget, booking your dream Windsor holiday is simple with Expedia.

Top Holiday Package Deals in Windsor

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
Save 100% on your flight
per person
9 Apr - 13 Apr
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.4/10 Very Good! (1,815 reviews)
Right in center of city. Has underground parking which is a bonus. Very nice clean comfortable room

Reviewed on 3 Mar. 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
9 Apr - 13 Apr
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,004 reviews)
Very convenient location and friendly staff!

Reviewed on 18 Feb. 2025

The Old Clare Hotel

The Old Clare Hotel

4.5 out of 5
Chippendale
Save 100% on your flight
per person
16 May - 23 May
found 24 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9.2/10 Wonderful! (483 reviews)
Gorgeous property with an exceptional roof top pool and bar as well. The location next to spice market was key for my food preferences!

Reviewed on 4 Feb. 2025

Quest Bella Vista

Quest Bella Vista

4 out of 5
Bella Vista
Save 100% on your flight
per person
19 Apr - 26 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9/10 Wonderful! (599 reviews)
This place is amazing, with mini kitchenettes in the studio room. Extremely clean rooms and immaculate property, with a great cafe and bar next door, (you get a drinks voucher to use in there). There is a grocery store and small shopping mall and a few nice restaurants across the street. It is a little out of the way but super close to my family for a Xmas family visit. Could not be happier with this place, I highly recommend it.

Reviewed on 27 Dec. 2024

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
9 Apr - 13 Apr
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,008 reviews)
Great spot, clean and nice rooms. Great service from Christin and Alisha.

Reviewed on 4 Mar. 2025

Our guide on 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(8,551 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

Our pick of the best Windsor Hotel Deals

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 AU$191 per night from 9 Mar to 10 Mar
AU$191
includes taxes & fees
9 Mar - 10 Mar
8.8/10 Excellent! (1,001 reviews)
"We love our stay.It is nice,calm & quiet.Will surely visit again."

Reviewed on 27 Feb. 2025

Crowne Plaza Hawkesbury Valley, an IHG Hotel
Windsor Motel
Windsor Motel
3 out of 5
54 George Street, Windsor, NSW
The price is AU$125 per night from 9 Mar to 10 Mar
AU$125
includes taxes & fees
9 Mar - 10 Mar
5.2/10 (274 reviews)
"It was convenient, shops were walking distance, nice and quiet."

Reviewed on 4 Nov. 2024

Windsor Motel
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 AU$110 per night from 9 Mar to 10 Mar
AU$110
includes taxes & fees
9 Mar - 10 Mar
6/10 (55 reviews)
Nice one nighter.
"A nice central location. Comfortable. Exactly what we needed. Would stay here again."

Reviewed on 31 Jan. 2025

Tates Hotel Windsor
See all 547 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
Perhaps less than you might think — from a tempting AU$615, 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.

Discover the most popular places to visit in Windsor

Sydney Opera House

Sydney Opera House

4.5/5(3,486 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 street scenes, a city and a sunset

Circular Quay

4.5/5(4,882 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(3,601 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

Activities

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

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

AU$185
per adult
80% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

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

AU$85
per adult
94% of travellers recommend
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

AU$79
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.