Windsor Holidays from AU$608

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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.
Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Save 100% on your flight
per person
30 Jan - 2 Feb
found 7 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.8/10 Excellent! (855 reviews)
Overall this Motel has everything that I needed…. With helpful and respectful staff….

Reviewed on 23 Nov. 2024

Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
Save 100% on your flight
per person
24 Jan - 28 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.4/10 Very Good! (932 reviews)
The area wasn't bad, public transportation all around and the art gallery and botanic gardens are just a short walk away. The front desk is open 9-5 and anything out of that there's no one on site to talk to. Ice had accumulated in my fridge and was then defrosting which caused it to leak onto the carpet. This caused a really unpleasant smell. I asked the front desk if I could switch rooms but they were full up so he asked me to just move the fridge into the hallway and they would take it away and made it sound like I inconvenienced him by asking him for help. No replacement fridge was available and the water on the carpet was there for multiple days as it was quite damp. Breakfast was alright nothing special, some yogurt and eggs/bacon/tomatoes and toasts. There was a few really wrinkly and dehydrated mandarins but those were promptly removed. Shaving outlet in room was also not working, used the room next to mine since it was checked out as was mine and it worked so thanks to the housekeeping staff that let me do that.

Reviewed on 27 Nov. 2024

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
15 Feb - 18 Feb
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8/10 Very Good! (1,043 reviews)
The hotel room was small but clean. I liked that it was not modern and had character. It was surprisingly quiet. The staff were friendly and helpful. It was very central and I would stay here again.

Reviewed on 22 Nov. 2024

Hamilton on Everton

Hamilton on Everton

3.5 out of 5
Broadmeadow
Save 100% on your flight
per person
20 Feb - 24 Feb
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.4/10 Exceptional! (263 reviews)
A very well presented and professional stay on our journey. All amenities necessary are provided.

Reviewed on 21 Oct. 2022

Wallsend Executive Apartments

Wallsend Executive Apartments

4 out of 5
Wallsend
Save 100% on your flight
per person
20 Feb - 24 Feb
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.2/10 Wonderful! (162 reviews)
Only problem we had was that we pre paid Expedia for the accommodation, then we were charged again from the apartment place, not once but twice, now we’re told it’ll take 3 weeks to get nearly $2k back cause they stuffed up!!! Not Happy, the apartment was nice though!

Reviewed on 5 Jun. 2023

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.
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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 hotel + flight trips 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 15 Dec to 16 Dec
AU$191
includes taxes & fees
15 Dec - 16 Dec
8.8/10 Excellent! (1,001 reviews)
"Beautiful gardens to enjoy. Great buffet breakfast."

Reviewed on 24 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 AU$99 per night from 5 Dec to 6 Dec
AU$99
includes taxes & fees
5 Dec - 6 Dec
6/10 (48 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 AU$125 per night from 9 Dec to 10 Dec
AU$125
includes taxes & fees
9 Dec - 10 Dec
5.2/10 (266 reviews)
"It was convenient, shops were walking distance, nice and quiet."

Reviewed on 4 Nov. 2024

Windsor Motel
See all 542 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$608, 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

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 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
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

Blue Mountains Experince Day Tour

Blue Mountains ALL INCLUSIVE day tour with Free Koala Photo

AU$189
Per adult
98% of travellers recommend
Blue Mountains ALL INCLUSIVE day tour with Free Koala Photo
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
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
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.