Windsor Vacation Packages 2026 from $1,543

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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.

Mariners Court Hotel Sydney

Woolloomooloo

$1,543

per person

Nov 28 - Dec 4

found 10 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

8.6/10 Excellent! (1,005 reviews)

Excellent !!! Receptionist was very, very helpful, parking under the hotel, great location, buffet breakfast. Whole stay was perfect. 10 out of 10

Reviewed on Oct 18, 2026

FlexiRoom on Hereford

Glebe

$1,644

per person

Nov 28 - Dec 4

found 10 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

No reviews

Hotel Woolstore 1888, Sydney - Handwritten Collection

Pyrmont

$1,679

per person

Nov 28 - Dec 4

found 10 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

9.2/10 Wonderful! (1,000 reviews)

The location was great. It was a 15 minute walk to the Town Hall, and only a five minute walk to the train. The hotel was overall clean but we had a room with large stains on the area rug and the couch was old and dirty. The air conditioner would not work either. When we spoke to the staff at the front desk, there was no effort to have it checked out. It was miserably hot in the room.

Reviewed on Oct 12, 2026

The Capitol Hotel Sydney

Haymarket

$1,570

per person

Nov 28 - Dec 4

found 10 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

9/10 Wonderful! (1,013 reviews)

Perfect location for food and buses. Rooms are clean and modern. Only the sink is too small for brushing teeth or washing hands. Secondly, why no receptionist on the ground floor? I don’t get it

Reviewed on Oct 18, 2026

The EVE Hotel Sydney

Redfern

$1,949

per person

Nov 28 - Dec 4

found 10 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

9.8/10 Exceptional! (54 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

$118 nightly

$130 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

$72 nightly

$80 total

Nov 5 - Nov 6

Total with taxes and fees

Visy Dior Hotel

1 Columbia Court Norwest NSW

$79 nightly

$88 total

Nov 8 - Nov 9

Total with taxes and fees

See all 686 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.