Windsor Vacations from $1,337
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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.
Stylish 2-bed House With Private Courtyard
Redfern
Price was $1,824, price is now $1,359 per person
$1,359
per person
Sep 20 - Sep 25
found 2 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.
Reviewed on May 5, 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
The price is $129 total per night from Jul 19 to Jul 20
$129 total
per night
Jul 19 - Jul 20
9/10 Wonderful! (1,000 reviews)
"Very nice room and great breakfast. Only downside was no microwave in the room we stayed in."
Reviewed on Jun 8, 2026
Windsor Heritage Motel
54 George Street Windsor NSW
The price is $76 total per night from Jul 5 to Jul 6
$76 total
per night
Jul 5 - Jul 6
5.2/10 (301 reviews)
"Permanent residents noisy"
Reviewed on May 31, 2026
Meriton Suites George Street, Parramatta
180 GEORGE STREET, Parramatta NSW
Fully refundableReserve now, pay when you stay
The price is $574 total per night from Jul 27 to Jul 28
$574 total
per night
Jul 27 - Jul 28
8.8/10 Excellent! (1,001 reviews)
"Large room with everything you need."
Reviewed on Jul 3, 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.
Stay near popular Windsor attractions
Things to do
Sydney: The Art of Indian Seven-Course Cooking Masterclass
$150
per adult
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
$42
per adult
98% of travellers recommend
Sydney Harbour Cultural Cruise with Island Stop
$59
per adult
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- Bella Vista Farm
- Nurses Walk
- Norwest Private Hospital
- Luna Park Sydney
- Circular Quay
- Hawkesbury Race Club
- Visit Sydney
- Hillsong Church
- Ken Done Gallery
- Castle Towers Shopping Centre
- Western Sydney University Hawkesbury Campus
- Hyde Park Barracks Museum
- Visit Hawkesbury Valley
- Sydney Harbour Bridge
- Sydney Motorsport Park
- Argyle Place
- Martin Place
- Westpoint Blacktown
- Visit Vineyard
- Penrith Museum of Printing
- Castle Hill Heritage Park
- Visit Freemans Reach
- The Rocks Vacations
- Visit Windsor
- Sydney International Regatta Centre
- Muru Mittigar Aboriginal Cultural and Education Centre
- Cattai National Park
- Norwest Business Park
- Featherdale Wildlife Park
- Sydney Opera House
- International Convention Centre Sydney
- Sydney Visitors Information Centre
- Three Sisters
- Darling Square
- Tank Stream Fountain
- Westfield Shopping Centre
- Sydney Coliseum Theatre
- Westfield Penrith Shopping Centre
- Castle Hill Community Centre
- Penrith Whitewater Stadium
- Stanley Street
- Visit Seven Hills
- Blacktown International Sportspark
- Sydney Zoo
- Bluebet Stadium
- Rouse Hill House & Farm
- Sydney Vacations
- Foundation Park
- Beach Vacation Packages Hawkesbury Valley
- Rouse Hill Estate
- Visit Greater Western Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.