Windsor Vacations from $1,565
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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.
Medusa Boutique Hotel
Darlinghurst
$1,659
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
9.6/10 Exceptional! (489 reviews)
A glorious sanctuary in the heart of Sydney with true soul, charm and character. Every detail is luxe and delightful - from the grandest of beds, to the deep soaking tub and the free zooper doopers (omg!) - Medusa has everything you could want, along with the loveliest and most hospitable team! & For design lovers like me it is a wonderland of treasures - been twice in the last year and was delighted to discover new additions to the eclectic decor, as well as the cutest new house cat. A true gem - I cannot reccomend more highly! Will be back!
Reviewed on Aug 28, 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 Hawkesbury River or Dharug National Park.
Berowra Waters
While visiting Berowra Waters, you might make a stop by sights like Berowra Waters Marina and Marramarra National Park.
Dangar Island
Travelers like the parks in Dangar Island, and Brisbane Water National Park is a top attraction you might want to visit.
Kurrajong
Travelers like the parks in Kurrajong, and Wollemi National Park is a top attraction you might want to visit.
North Richmond
Travelers like the parks in North Richmond, and Hawkesbury River is a top attraction you might want to visit.
Windsor Hotel Deals
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
$124 nightly
$136 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"Like: - Beautiful area for the breakfast buffet and great selection of food! - We booked the king room for 2 adults and 1 child 10 yrs old. They put in an extra bed w/o being asked. - Indoor heated pool n spa were great but the pool is tiny and can get pretty busy. - Microwave in room - Gave free ..."
Reviewed on Aug 19, 2026
Windsor Heritage Motel
54 George Street Windsor NSW
$77 nightly
$85 total
Sep 3 - Sep 4
Total with taxes and fees
Meriton Suites George Street, Parramatta
180 GEORGE STREET, Parramatta NSW
Fully refundableReserve now, pay when you stay
$108 nightly
$119 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Great river view, tranquil with excellent insulation. Very clean and good facility"
Reviewed on Aug 26, 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
Hawkesbury Regional Gallery
Enjoy an outing to Hawkesbury Regional Gallery during your stay in Sydney. Amble within the gardens or visit the spas in this relaxing area.
Things to do
Sydney: The Art of Indian Seven-Course Cooking Masterclass
$150
per adult
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
$122
per adult
72% of travellers recommend
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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.