Windsor Holidays from £1,514

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Your Windsor Holiday

A well-liked picturesque neighbourhood, Windsor tempts visitors with its golfing, watersports and cycling. Book a holiday package to Windsor and look forward to experiencing all of those highlights and more. Kick off your trip to Windsor by visiting nearby attractions such as Hawkesbury River, Hawkesbury Race Club and Lynwood Country Club. Expedia is here to help put your travel plans into action. Book your perfect Windsor holiday now.

Price found within the past 48 hours. Click for updated prices.
Kith Hotel Darling Harbour

Kith Hotel Darling Harbour

3 out of 5
Pyrmont
Price was £1,666, price is now £1,514 per person
£1,514
per person
29 Jul - 3 Aug
found 10 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.8/10 Excellent! (485 reviews)
Good convenient place to stay for business trips

Reviewed on 5 Jun 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was £1,916, price is now £1,556 per person
£1,556
per person
29 Jul - 3 Aug
found 10 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.6/10 Excellent! (1,010 reviews)
Didn't know how to turn air conditioner down

Reviewed on 13 Jun 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was £1,831, price is now £1,554 per person
£1,554
per person
29 Jul - 3 Aug
found 10 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (2,787 reviews)
Clean room, very big. Housekeeper was very nice. Location is great, easy to walk to Darling Harbour.

Reviewed on 22 Jun 2026

Sofitel Sydney Wentworth

Sofitel Sydney Wentworth

5 out of 5
Sydney Central Business District
Price was £1,886, price is now £1,699 per person
£1,699
per person
29 Jul - 3 Aug
found 10 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.6/10 Excellent! (192 reviews)
Great location, breakfast and amenities.

Reviewed on 8 Jun 2026

The Sebel Quay West Suites Sydney

The Sebel Quay West Suites Sydney

5 out of 5
The Rocks
Price was £1,905, price is now £1,728 per person
£1,728
per person
29 Jul - 3 Aug
found 10 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (2,436 reviews)
The view was spectacular. Could not get better! We didn’t want to leave it - even to go on our harbour cruise. Rooms were clean and modern and the beds were so comfortable. The Shower in the main bathroom was tiny and there was built up grime around the bottom of the shower door and under the sink benchtop. The kitchen was well equipped and clean, so overall the apartment felt very clean. Concierge was just lovely and could not have been more welcoming and supportive, bringing ice to our room and suggesting places to visit and eat. Spa, sauna and pool were a bonus on our last morning. We were able to cut through the four seasons down to Circular Quay, which was also handy. So close to everything too! We were all so impressed and will definitely recommend to our friends and family. Thank you for a wonderful stay Sebel!

Reviewed on 5 Jun 2026

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Three horses in the shade in a field on the Great Northern Road between Wiseman's Ferry and Bucketty, Yengo National Park, NSW, Australia

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.

Find hotels in Wisemans Ferry

Top hotels in Windsor

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 £107 per night from 30 Jun to 1 Jul
£107
30 Jun - 1 Jul
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Very nice room and great breakfast. Only downside was no microwave in the room we stayed in."

Reviewed on 8 Jun 2026

Crowne Plaza Hawkesbury Valley by IHG
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street Windsor NSW
The price is £60 per night from 28 Jun to 29 Jun
£60
28 Jun - 29 Jun
includes taxes & fees
5.2/10 (301 reviews)
"Permanent residents noisy"

Reviewed on 31 May 2026

Windsor Heritage Motel
Windsor Riverview Inn

Windsor Riverview Inn

3 out of 5
47 George Street Windsor NSW
The price is £78 per night from 24 Jul to 25 Jul
£78
24 Jul - 25 Jul
includes taxes & fees
6.6/10 (327 reviews)
"Room was clean. Tv worked but could only access Network 10 channels only. Very disappointing."

Reviewed on 3 May 2026

Windsor Riverview Inn
See all 676 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
Discover the best of Windsor from just £1,514. Choose from a wonderful selection of hotels, flights and rental cars to suit your budget. Pick up even more discounts when you add a couple of experiences or tours to your package.
If I'm not able to travel, can I cancel my Windsor travel package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Windsor travel package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a fee from your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Windsor?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got it all. Pick and choose the combination that suits you and watch your savings stack up. Of course, a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Windsor adventure.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Be sure to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient monthly instalment plans. If paying a little each month works for you, choose this option at checkout.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you come across an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Windsor?
It makes sense to stay near the action. Many visitors favor hotels within easy reach of top attractions, like Hawkesbury Race Club, Lynwood Country Club and Windsor Downs Nature Reserve.
What are the top hotels in Windsor?
Sheraton Grand Sydney Hyde Park and Hyatt Regency Sydney are two of the most well-known properties in Windsor. Why not check out the facilities and rates at each and then make a decision?
How far in advance should I book my Windsor holiday?
Savvy travellers will likely want to reserve their seats as early as possible. You can usually browse through international airfares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, don't despair. Budget prices sometimes appear just weeks before departure dates.
What does an Expedia Windsor travel package include?
That depends on you. You can pick from a range of Windsor packages, such as a flight, rental car and hotel. You can also book a hotel with a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Windsor escape looks like, get ready to save!
What should I know before booking a Windsor travel package?
Whether it's adventure or relaxation you're chasing, a Windsor travel package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Windsor Expedia travel package?
With a travel package, you're the one in charge. Whether you're hoping to fly to Windsor in first class or coach, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.

Popular places to visit

Sydney Opera House

Sydney Opera House

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
Circular Quay

Circular Quay

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

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Things to do

Sydney: The Art of Indian Seven-Course Cooking Masterclass

Sydney: The Art of Indian Seven-Course Cooking Masterclass

£112
per adult
Sydney: The Art of Indian Seven-Course Cooking Masterclass
Hunter Valley Full Day Tour

Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese

£117
per adult
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£27
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
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. Flight-inclusive packages are ATOL protected.