Windsor Vacations from $1,760

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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 CBD
Capella Sydney
The York by Swiss-Belhotel International
Ace Hotel Sydney
Haven Glebe

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

Windsor Hotel Deals

Crowne Plaza Hawkesbury Valley by IHG

Crowne Plaza Hawkesbury Valley by IHG

4 out of 5
61 Hawkesbury Valley Way, Windsor, NSW
Fully refundable
$118 nightly
The price is $129 total per night from Oct 23 to Oct 24
$129 total
Oct 23 - Oct 24
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Clean and tidy, good staff and amenities."

Reviewed on Sep 20, 2025

Crowne Plaza Hawkesbury Valley by IHG
Windsor Riverview Inn

Windsor Riverview Inn

3 out of 5
47 George Street, Windsor, NSW
$95 nightly
The price is $105 total per night from Nov 7 to Nov 8
$105 total
Nov 7 - Nov 8
Total with taxes and fees
6.6/10 (321 reviews)
"Clean room"

Reviewed on Oct 5, 2025

Windsor Riverview Inn
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street, Windsor, NSW
$74 nightly
The price is $82 total per night from Oct 26 to Oct 27
$82 total
Oct 26 - Oct 27
Total with taxes and fees
5.2/10 (293 reviews)
"The motel is basic but suitable for my need."

Reviewed on Sep 18, 2025

Windsor Heritage Motel
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.

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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.