Windsor Vacations from $1,508
Book a Hotel + Flight or Car together to unlock savings
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.
The Ultimo
Haymarket
Price was $1,732, price is now $1,508 per person
$1,508
per person
Jan 18 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Sydney (SYD)
8.8/10 Excellent! (1,008 reviews)
Walking distance from train station on arrival & departure; close to china town and light rail.
Reviewed on Oct 15, 2025
InterContinental Sydney Double Bay by IHG
Double Bay
Price was $3,064, price is now $2,404 per person
$2,404
per person
Jan 19 - Jan 23
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9/10 Wonderful! (587 reviews)
We will miss the hotel when it is gone
Reviewed on Nov 2, 2025
YEHS Hotel Sydney QVB
Sydney Central Business District
Price was $3,124, price is now $2,514 per person
$2,514
per person
Dec 29 - Jan 2
found 7 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,006 reviews)
Perfect location for what we required. Room was spacious & well equipped.
Reviewed on Nov 3, 2025
Haven Glebe
Glebe
Price was $3,095, price is now $2,553 per person
$2,553
per person
Dec 29 - Jan 2
found 7 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (969 reviews)
Very small lift and slow, room could do with a proper chair to sit at the table, very quiet except for door slamming. Clean, good shower and comfortable bed. Stayed for 5 days with microwave and gym being handy additions. Thank you.
Reviewed on Nov 7, 2025
Where to stay in Windsor
Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Sydney Central Business District
2 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)
Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.
Windsor Hotel Deals
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way, Windsor, NSW
$114 nightly
The price is $126 total per night from Dec 7 to Dec 8
$126 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
Just an overall great place to stay.
Reviewed on Nov 1, 2025
Windsor Riverview Inn
47 George Street, Windsor, NSW
6.6/10 (322 reviews)
Someone had scattered McDonald’s in the back yard and thrown some on the awning roof, It was there when I arrived and it was still there the next day when I left. Other than that, it was good. I would definitely stay there again.
Reviewed on Nov 2, 2025
Windsor Heritage Motel
54 George Street, Windsor, NSW
5.2/10 (293 reviews)
The motel is basic but suitable for my need.
Reviewed on Sep 18, 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
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
$41
per adult
84% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
$56
per adult
88% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
$35
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.