Windsor Vacations from $1,143
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Your Windsor Vacation
Book a vacation package to Windsor and immerse yourself in everything this fishing neighborhood 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 vacation is simple with Expedia.
The Latest Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Airport Hotel Sydney
Arncliffe
Price was $1,527, price is now $1,253 per person
$1,253
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
6.2/10 (461 reviews)
The room was small but very clean and well maintained. Perfect for a one night stay. We took the wrong train to get there so walked further than necessary. But that was our fault as it was clearly stated in the email which station to go to.
The bus stop for the airport was half a block away which was very convenient. Suggest the bus if going to the airport to save money as the train is 8x the price.
Downside was there weren’t many restaurants within walking distance. Bros Kebab was awesome! There was also no breakfast so best to stock up before you get there.
Reviewed on Dec 20, 2025
Establishment Hotel
Sydney Central Business District
Price was $1,855, price is now $1,582 per person
$1,582
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
9/10 Wonderful! (658 reviews)
We stayed here for one night and would not want to stay for longer due to the noise from surrounding bars/entertainment which went on until 3am. The room was large with a huge en-suite but needs to be renovated due to deteriorating/broken floor tiles.
Could not fault the friendly helpful staff.
Reviewed on Oct 26, 2025
Where to stay in Windsor
Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Wisemans Ferry
You'll enjoy the cafes and riverfront in Wisemans Ferry. You might want to make time for a stop at Dharug National Park or Hawkesbury River.
Windsor Hotel Deals
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
$118 nightly
The price is $130 total per night from Jan 18 to Jan 19
$130 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Our stay was wonderful the rooms were perfect, the adult pool was amazing, the staff went above & beyond to cater for all of our needs, definently staying again, thank you.
Reviewed on Jan 11, 2026
Windsor Heritage Motel
54 George Street Windsor NSW
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $86 total per night from Jan 25 to Jan 26
$86 total
Jan 25 - Jan 26
Total with taxes and fees
5.2/10 (294 reviews)
The motel is basic but suitable for my need.
Reviewed on Sep 18, 2025
Luxury House 5 Bedrooms River View
Windsor NSW
$458 nightly
The price is $458 total per night from Jan 15 to Jan 16
$458 total
Jan 15 - Jan 16
Total with taxes and fees
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.
Discover the most popular places to visit in Windsor
Circular Quay
Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.
Sydney Opera House
One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.
Sydney Harbour Bridge
Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.
Things to do
Sydney Opera House Tour & Dine Experience
$59
per adult
96% of travellers recommend
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
$37
per adult
96% of travellers recommend
Taronga Zoo Ticket with Sydney Harbour Ferry Return
$50
per adult
84% of travellers recommend
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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.