Windsor Vacations from $1,658
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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.
Sage Hotel Wollongong
Wollongong CBD
Price was $2,958, price is now $1,658 per person
$1,658
per person
Feb 20 - Feb 21
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.4/10 Very Good! (1,003 reviews)
Room was spotless. Staff were very friendly and generous with vouchers when there was a bit of a room mix up.
Reviewed on Jan 6, 2026
YEHS Hotel Sydney QVB
Sydney Central Business District
Price was $3,201, price is now $1,786 per person
$1,786
per person
Mar 1 - Mar 3
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
The room was adequate. Small but enough room for the 2 of us. AC was cold but not very adjustable. Beds were comfortable.
Reviewed on Jan 3, 2026
APX Darling Harbour
Sydney Central Business District
Price was $3,387, price is now $1,893 per person
$1,893
per person
Feb 27 - Mar 2
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
7.6/10 Good! (1,001 reviews)
Room was great, huge bed,location amazing but the men front of house, not that happy or helpful
Reviewed on Jan 6, 2026
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 14 to Jan 15
$130 total
Jan 14 - Jan 15
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Clean rooms. Friendly service. Excellent breakfast.
Reviewed on Jan 2, 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 23 to Jan 24
$86 total
Jan 23 - Jan 24
Total with taxes and fees
5.2/10 (294 reviews)
The motel is basic but suitable for my need.
Reviewed on Sep 18, 2025
PARKROYAL Parramatta
30 Phillip Street Parramatta NSW
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $126 total per night from Jan 22 to Jan 23
$126 total
Jan 22 - Jan 23
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Location was good, room was on the smaller side especially the bathroom. Very clean.
Reviewed on Jan 2, 2026
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
$59
per adult
96% of travellers recommend
Taronga Zoo Ticket with Sydney Harbour Ferry Return
$50
per adult
84% of travellers recommend
From Sydney: Port Stephens Dolphin, Koalas, Lunch & Sandboarding
$148
per adult
80% 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.