Windsor Vacation Packages 2026 from $1,164

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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

Sydney Central Business District

$1,164

per person

Oct 24 - Oct 27

found 22 hours ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

8.4/10 Very Good! (1,004 reviews)

Spicers Potts Point

Potts Point

$1,689

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Honolulu (HNL) to Sydney (SYD)

9.8/10 Exceptional! (155 reviews)

Class all the way and Phillip at reception was brilliant. The advice he gave regarding local restaurants was well received and accurate. The only disappointment was we had only one night there! We will be back!

Reviewed on Jun 8, 2026

The York by Swiss-Belhotel International

Sydney Central Business District

$1,560

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Honolulu (HNL) to Sydney (SYD)

8.6/10 Excellent! (2,717 reviews)

Lovely room with large balcony. Nice view

Reviewed on Aug 8, 2026

Spacious Inner-city House With Balcony Views

Millers Point

Save 100% on your flight

$1,983

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

9/10 Wonderful! (2 reviews)

Reviewed on Jul 15, 2026

Bright Family Home in Rydalmere With Yard & BBQ

Rydalmere

$2,257

per person

Sep 10 - Sep 14

found 4 hours ago

Roundtrip non-stop flight included

Honolulu (HNL) to Sydney (SYD)

No reviews

Where to stay in Windsor

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

A tree in a grassy field with horses grazing nearby.

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.

A boat on a sandy beach, a calm lake, and hills in the background.

Dangar Island

Travelers like the parks in Dangar Island, and Brisbane Water National Park is a top attraction you might want to visit.

Berowra Waters

While visiting Berowra Waters, you might make a stop by sights like Berowra Waters Marina and Muogamarra Nature Reserve.

Panoramic drone aerial view of Mooney Money Hawkesbury River in NSW Australia beautiful blue and green colours

Kurrajong

Travelers like the parks in Kurrajong, and Wollemi National Park is a top attraction you might want to visit.

A calm lake with several boats, a bridge, and hills in the background.

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

$125 nightly

$137 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

"Always a pleasure to stay, the staff are welcoming and the facilities are great."

Reviewed on Aug 1, 2026

Meriton Suites George Street, Parramatta

180 GEORGE STREET, Parramatta NSW

Fully refundableReserve now, pay when you stay

$559 nightly

$615 total

Aug 20 - Aug 21

Total with taxes and fees

8.8/10 Excellent! (1,008 reviews)

"Customer service has gone down since last time I visited. The sink in the washroom was blocked and took 3 calls and personal visits downstairs to get their attention. Not tempted to return to this place."

Reviewed on Aug 6, 2026

PARKROYAL Parramatta

30 Phillip Street Parramatta NSW

Fully refundableReserve now, pay when you stay

$162 nightly

$178 total

Sep 4 - Sep 5

Total with taxes and fees

See all 705 properties in Windsor

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.