Windsor Vacations from ￥127,208

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The Latest Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Price was ￥173,468, price is now ￥127,208 per person
￥127,208
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
6.2/10 (540 reviews)
Was a bit scary at 4.15 am when leavi ng through the side door to be meet by a drunk guy wanting to give me a hug. Luckily the taxi came a little early. Just got a fright when going out the door, as i didn't see him there.

Reviewed on Apr 10, 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was ￥261,594, price is now ￥184,768 per person
￥184,768
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,003 reviews)
Great value for money in the heart of Sydney. Very helpful staff.

Reviewed on Apr 28, 2026

Cosy 1-bedroom Apartment Close to the City

Cosy 1-bedroom Apartment Close to the City

2.5 out of 5
Cremorne
Price was ￥249,104, price is now ￥179,983 per person
￥179,983
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was ￥252,170, price is now ￥182,736 per person
￥182,736
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.2/10 Very Good! (2,710 reviews)
Neat and tidy and within walking distance to light rail, trains

Reviewed on May 7, 2026

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Price was ￥236,559, price is now ￥191,658 per person
￥191,658
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.8/10 Excellent! (1,004 reviews)
Well located and great stsy

Reviewed on May 11, 2026

Where to stay in Windsor

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

Dangar Island

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

Find hotels in Dangar Island

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
The price is ￥21,365 per night from Jun 11 to Jun 12
￥21,365
￥23,502 total
Jun 11 - Jun 12
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Great location, lovely surrounds, great service, great food.

Reviewed on May 8, 2026

Crowne Plaza Hawkesbury Valley by IHG
Windsor Riverview Inn

Windsor Riverview Inn

3 out of 5
47 George Street Windsor NSW
The price is ￥14,770 per night from May 28 to May 29
￥14,770
￥16,393 total
May 28 - May 29
includes taxes & fees
6.6/10 (326 reviews)
Room was clean. Tv worked but could only access Network 10 channels only. Very disappointing.

Reviewed on May 3, 2026

Windsor Riverview Inn
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street Windsor NSW
The price is ￥12,421 per night from Jun 6 to Jun 7
￥12,421
￥13,768 total
Jun 6 - Jun 7
includes taxes & fees
5.2/10 (300 reviews)
Lots of cockroaches and glues onside of the room where we stayed. The towels are worn out. The floor looks terrible.

Reviewed on Apr 24, 2026

Windsor Heritage Motel
See all 669 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.

Frequently asked questions

How much does a Windsor vacation package cost?
Perhaps less than you might think — from a tempting ￥127,208, in fact! By combining flights, hotels and car rentals into a custom-built travel package, your Windsor escape is just clicks away.
How do I get a cheap travel package to Windsor?
If you love getting an amazing deal, combine your bookings into a Windsor vacation package. Whether you're looking for flights, hotels, rental cars or activities, you can book them all in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 hotel options globally to choose from. Fly with who you want, check in where you like and save some cash — now that's the perfect getaway!
Where should I stay in Windsor?
A trip to Windsor isn't complete without visiting Hawkesbury River, Hawkesbury Race Club and Lynwood Country Club. Spend your evenings close to these attractions and make sightseeing a breeze.
What are the top hotels in Windsor?
If it's your first visit to Windsor, lock in a room at Crowne Plaza Hawkesbury Valley, an IHG Hotel or Windsor Terrace Motel. Both will make you feel at home and are favorites with lots of travelers.
How far in advance should I book my Windsor vacation?
Reserving your flights early with Expedia means one less thing to have to worry about. Most air carriers advertise tickets up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, low prices to Windsor will sometimes occur in the weeks leading up to departure.
What does an Expedia Windsor travel package include?
Expedia has all you need to book your Windsor escape, but what your package looks like depends on you. Choose from a combination of rental cars, flights and hotels. After some tours or experiences to fill in your time? Once you've made your booking, you can add them on too. No matter your budget or style, there's a package to suit your needs.
What should I know before booking a Windsor travel package?
A travel package can be customized for your circumstances and is a fantastic way to stretch your hard-earned dollars. What you include is completely up to you. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a Windsor Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just select your favorite carrier and put together your ideal Windsor trip.
If I'm not able to travel, can I cancel my Windsor vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Windsor vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Windsor

Circular Quay

Circular Quay

4.5/5(1,418 reviews)

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(1,540 reviews)

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 Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(1,399 reviews)

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

￥7,218
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

￥5,809
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

￥36,800
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.