Windsor Vacations
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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.
Price found within the past 48 hours. Click for updated prices.
- Stylish 2-bed Apartment With BBQ Patio Near Beach
Jul 5 - Jul 12Stylish 2-bed Apartment With BBQ Patio Near Beach + Flight
Coogee5 nightsRoundtrip • Los Angeles (LAX) - Sydney (SYD)LAX - SYD • Nonstop SYD - LAX • Nonstop$2,018$1,455found 1 day agoper traveler - YEHS Hotel Sydney CBD
Aug 8 - Aug 22YEHS Hotel Sydney CBD + Flight
Sydney Central Business District12 nights8.2/10 - Very Good (1,000 reviews)"It was okay, nothing special, car parking was a nightmare and disgusting"Reviewed May 30, 2026Roundtrip • New York (EWR) - Sydney (SYD)EWR - SYD • 1 stop SYD - EWR • 1 stop$3,382$2,236found 3 hours agoper traveler - Spacious 3-bed Home in Princeton Pearl Double Bay
Aug 24 - Aug 31Spacious 3-bed Home in Princeton Pearl Double Bay + Flight
Double Bay5 nightsRoundtrip • Chicago (ORD) - Sydney (SYD)ORD - SYD • 1 stop SYD - ORD • 1 stop$3,669$2,537found 1 day agoper traveler - YEHS Hotel Sydney QVB
Aug 8 - Aug 22YEHS Hotel Sydney QVB + Flight
Sydney Central Business District12 nights8.6/10 - Excellent (1,003 reviews)"Fantastic staff"Reviewed May 26, 2026Roundtrip • New York (EWR) - Sydney (SYD)EWR - SYD • 1 stop SYD - EWR • 1 stop$3,079$2,211found 1 day agoper traveler - Bright 3-bed Apartment Near Coogee Beach
Jul 5 - Jul 12Bright 3-bed Apartment Near Coogee Beach + Flight
Coogee5 nightsRoundtrip • Los Angeles (LAX) - Sydney (SYD)LAX - SYD • Nonstop SYD - LAX • Nonstop$2,530$1,839found 3 hours agoper traveler
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.
Windsor Hotel Deals
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
$109 nightly
The price is $120 total per night from Jun 21 to Jun 22
$120 total
Jun 21 - Jun 22
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Overall exceptional facility"
Reviewed on May 31, 2026
Windsor Riverview Inn
47 George Street Windsor NSW
$103 nightly
The price is $114 total per night from Jun 17 to Jun 18
$114 total
Jun 17 - Jun 18
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
Windsor Heritage Motel
54 George Street Windsor NSW
$79 nightly
The price is $88 total per night from Jun 14 to Jun 15
$88 total
Jun 14 - Jun 15
Total with taxes and fees
5.2/10 (301 reviews)
"Permanent residents noisy"
Reviewed on May 31, 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
Sydney Opera House
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
Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.
Circular Quay
Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.
Things to do
Hunter Valley Full Day Tour - Gray Line Sydney
$159
per adult
Sydney Opera House Official Guided Walking Tour
$36
per adult
96% of travellers recommend
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
$43
per adult
96% of travellers recommend
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- Hawkesbury Race Club
- Visit Clarendon
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- Visit Kellyville Ridge
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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.