Windsor Holidays from £944

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
3 Nov - 5 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Within walking distance to city transport. I had the standard single room which is quite small but adequate for 1 night.

Reviewed on 3 Aug 2025

Rydges World Square

Rydges World Square

4.5 out of 5
Sydney Central Business District
per person
3 Nov - 7 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,202 reviews)
Good place very convenient to go around the city

Reviewed on 6 Aug 2025

Adina Apartment Hotel Bondi Beach Sydney

Adina Apartment Hotel Bondi Beach Sydney

4.5 out of 5
Bondi Beach
per person
29 Sept - 4 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (1,054 reviews)
Stayed here several times now. Lovely clean rooms with good amenities. Staff are friendly and the location is a short walk to the beach and restaurant options with a supermarket and bottle shop across the street.

Reviewed on 25 Jun 2025

Terrace Boutique in the Heart of The Rocks

Terrace Boutique in the Heart of The Rocks

2 out of 5
The Rocks
per person
3 Nov - 7 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
3 Nov - 5 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Close to a bit of everything. But the jacuzzi wayer could have been hotter as well as the jets lasting for more than 2 minutes

Reviewed on 7 Aug 2025

Where to stay in Windsor

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

2 out of top 10 points of interest in this area
4.5/5(343 area reviews)

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Find hotels in Sydney Central Business District

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
The price is £96 per night from 7 Sept to 8 Sept
£96
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Good like old school , Specially with Golf"

Reviewed on 28 Jul 2025

Crowne Plaza Hawkesbury Valley by IHG
Tates Hotel Windsor

Tates Hotel Windsor

3 out of 5
335 George St, Windsor, NSW
5.8/10 (71 reviews)
Comfortable to stay at
"Initially went past then found entrance off a side street. Quick book in. Parking availability limited.Nice bistro"

Reviewed on 11 Jul 2025

Get rates
Tates Hotel Windsor
Windsor Riverview Inn

Windsor Riverview Inn

3 out of 5
47 George Street, Windsor, NSW
The price is £69 per night from 17 Aug to 18 Aug
£69
17 Aug - 18 Aug
includes taxes & fees
6.6/10 (317 reviews)
"the shower was hot and the bed was comfortable"

Reviewed on 14 Apr 2025

Windsor Riverview Inn
See all 609 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 £944. 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.

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* 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.