Windsor Vacation Packages 2026 from $1,257

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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.

Sleek 1-bed by Jubilee Park With Pool

Parramatta

$1,257

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

6/10 (2 reviews)

Picking up the key was a nightmare, original key didn’t work so it was 3 days before the issue was resolved. Location of the key pick up should be described better. The temporary location was much easier with the lock box opposite the hotel. This is the second time I have stayed at an apartment and had issues getting a key outside of normal hours. The staff tried their best to resolve my issues.

Reviewed on Sep 26, 2026

Spacious 2-bed Apartment Near Parramatta CBD

Parramatta

$1,397

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

No reviews

Contemporary 1-bed First Floor Unit With Pool

Parramatta

$1,289

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

No reviews

Quest Bella Vista

Bella Vista

$1,483

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

9/10 Wonderful! (709 reviews)

Clean and tidy. Quite

Reviewed on Oct 3, 2026

Bright Studio Stay in Central Parramatta

Parramatta

$1,262

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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 Hawkesbury River or Hawkins Lookout.

A river with a bridge, a forested island, and boats.

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.

An aerial view of a coastal area with a bridge, dense forests, and a small island with buildings.

Kurrajong

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

A large steel bridge spanning a wide river with multiple supports.

Canoelands

Travelers like the parks in Canoelands, and Brisbane Water National Park 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

$126 nightly

$139 total

Oct 25 - Oct 26

Total with taxes and fees

9/10 Wonderful! (1,000 reviews)

"Unfortunately found a few black hairs in the shower and one in my bed"

Reviewed on Oct 7, 2026

Windsor Heritage Motel

54 George Street Windsor NSW

$76 nightly

$84 total

Oct 24 - Oct 25

Total with taxes and fees

Visy Dior Hotel

1 Columbia Court Norwest NSW

Fully refundableReserve now, pay when you stay

$95 nightly

$105 total

Oct 25 - Oct 26

Total with taxes and fees

See all 680 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.