Windsor Holidays from £1,591

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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.
The Langham, Sydney

The Langham, Sydney

5 out of 5
Millers Point
per person
4 Aug - 8 Aug
Return flight included
London (LHR) to Sydney (SYD)
9.8/10 Exceptional! (999 reviews)
Luxury! Excellent staff! A bit of construction around the area that impacts view slightly

Reviewed on 20 Apr 2024

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
Sydney Central Business District
per person
4 Aug - 8 Aug
Return flight included
London (LHR) to Sydney (SYD)
9.6/10 Exceptional! (1,129 reviews)
This is a stunning property. I so enjoyed our two night stay. It’s within walking distance of so many great sights, restaurants and attractions. I would definitely recommend. The rooms are excellent, and the breakfast buffet was another highlight. I look forward to a return visit

Reviewed on 10 May 2024

XQ Collection Saltwater Bondi Beach

XQ Collection Saltwater Bondi Beach

3.5 out of 5
Bondi Beach
per person
4 Aug - 8 Aug
Return flight included
London (LHR) to Sydney (SYD)
No reviews
InterContinental Sydney Double Bay, an IHG Hotel

InterContinental Sydney Double Bay, an IHG Hotel

5 out of 5
Double Bay
per person
4 Aug - 8 Aug
Return flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (508 reviews)
Disliked that my pets were restricted to our room only

Reviewed on 11 Mar 2024

The Star Grand Hotel and Residences Sydney

The Star Grand Hotel and Residences Sydney

5 out of 5
Pyrmont
per person
4 Aug - 8 Aug
Return flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
This was our first time at the Star and we loved the convenience of having so many different options on where to eat and drink.

Reviewed on 4 May 2024

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Sydney Town Hall which includes cbd, heritage architecture and a city

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

Tates Hotel Windsor
Tates Hotel Windsor
3 out of 5
335 George St, Windsor, NSW
Fully refundableReserve now, pay when you stay
The price is £51 per night from 2 Jun to 3 Jun
£51
per night
2 Jun - 3 Jun
6.2/10 (34 reviews)
"Very nice stay. Clean and friendly staff."

Reviewed on 25 Feb 2024

Tates Hotel Windsor
Crowne Plaza Hawkesbury Valley, an IHG Hotel
Crowne Plaza Hawkesbury Valley, an IHG Hotel
4 out of 5
61 Hawkesbury Valley Way, Windsor, NSW
Fully refundable
The price is £109 per night from 10 Jun to 11 Jun
£109
per night
10 Jun - 11 Jun
8.8/10 Excellent! (1,000 reviews)
"We enjoyed our stay. It was quiet and clean."

Reviewed on 3 May 2024

Crowne Plaza Hawkesbury Valley, an IHG Hotel
Windsor Terrace Motel
Windsor Terrace Motel
3 out of 5
47 George Street, Windsor, NSW
The price is £71 per night from 12 May to 13 May
£71
per night
12 May - 13 May
6.6/10 (294 reviews)
"Based on other reviews I had low expectations but, considering the low price and excellent location, I thought it was pretty good. The place is about 15 years overdue for a refurb, with everything a bit shabby and worn, hence the budget price. However the location, looking across the river from a ..."

Reviewed on 29 Apr 2024

Windsor Terrace Motel
See all 478 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 £1,591. 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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More trip options

* 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.