Windsor Vacations from $1,284
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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.
YEHS Hotel Sydney QVB
Sydney Central Business District
Price was $1,588, price is now $1,284 per person
$1,284
per person
Aug 1 - Aug 5
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,010 reviews)
Very convenient location. Room was a good size for me and my guest. Price was excellent for value. Although, the only downfall was that the beds were not comfortable and it was hard to get a good nights sleep.
Reviewed on Jun 25, 2026
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was $2,009, price is now $1,613 per person
$1,613
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.2/10 Very Good! (2,787 reviews)
Views, room and bathroom very clean, easy access, good location.
Reviewed on Jun 26, 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 Hawkins Lookout.
Windsor Hotel Deals
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
$117 nightly
The price is $128 total per night from Jul 19 to Jul 20
$128 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (1,001 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
$67 nightly
The price is $75 total per night from Jun 29 to Jun 30
$75 total
Jun 29 - Jun 30
Total with taxes and fees
5.2/10 (301 reviews)
"Permanent residents noisy"
Reviewed on May 31, 2026
Windsor Riverview Inn
47 George Street Windsor NSW
$91 nightly
The price is $102 total per night from Jul 10 to Jul 11
$102 total
Jul 10 - Jul 11
Total with taxes and fees
6.6/10 (327 reviews)
"Room was clean. Tv worked but could only access Network 10 channels only. Very disappointing."
Reviewed on May 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
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
$158
per adult
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
$42
per adult
98% 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.