Windsor Vacations from $1,739
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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.
Courthouse Hotel
Darlinghurst
Price was $3,138, price is now $1,739 per person
$1,739
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
7.4/10 Good! (42 reviews)
Friendly staff and the room was really cute and tidy with a wonderful view of Oxford street. I did struggle sleeping without aircon in my room, other than that happy with the hotel 😊
Reviewed on Dec 11, 2025
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was $3,611, price is now $1,953 per person
$1,953
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
I stayed in a spacious room, great location. Proper CBD with everything within walking distance.
Reviewed on Dec 10, 2025
Native Rose Hotel
Rozelle
Price was $3,141, price is now $1,741 per person
$1,741
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
7.8/10 Good! (10 reviews)
Didn't dine at the property, but the food looks really good, bed was comfortable, t.v remote needs repairing and the window (room 5) everything easily accessible, Karaoke looks a hoot. Bathrooms are lovely
Reviewed on Aug 16, 2025
Mantra 2 Bond Street Sydney
Sydney Central Business District
Price was $3,576, price is now $2,012 per person
$2,012
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.6/10 Excellent! (3,068 reviews)
Clean, comfortable and well located
Reviewed on Dec 11, 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
$117 nightly
The price is $129 total per night from Dec 21 to Dec 22
$129 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Clean room, great ammenities!
Reviewed on Nov 30, 2025
PARKROYAL Parramatta
30 Phillip Street Parramatta NSW
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $125 total per night from Dec 22 to Dec 23
$125 total
Dec 22 - Dec 23
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Spacious, clean room. Great location close to cafes and restaurants. Short uber to Olympic Showgrounds.
Reviewed on Dec 9, 2025
Meriton Suites George Street, Parramatta
180 GEORGE STREET, Parramatta NSW
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $104 total per night from Dec 16 to Dec 17
$104 total
Dec 16 - Dec 17
Total with taxes and fees
8.8/10 Excellent! (903 reviews)
Room spotless. Quiet. Conveniently located CBD of Parramatta.
Reviewed on Dec 12, 2025
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
4.5/5(1,399 reviews)
Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.
Sydney Opera House
4.5/5(1,512 reviews)
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
4.5/5(1,379 reviews)
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
$58
per adult
96% of travellers recommend
Sydney Harbour: Thunder Thrill Jet Boat Ride
$37
per adult
Taronga Zoo Ticket with Sydney Harbour Ferry Return
$50
per adult
80% of travellers recommend
Explore a world of travel with Expedia
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- Hawkesbury Race Club
- Visit Clarendon
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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.