Windsor and Maidenhead Holidays from AU$2,459

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Windsor and Maidenhead Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Thistle London Bloomsbury Park
The Milestone Hotel
Thistle London Piccadilly
Thistle London Holborn
The Connaught, Maybourne Hotel Collection

Windsor and Maidenhead Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)

Our pick of the best Windsor and Maidenhead Hotel Deals

Sir Christopher Wren Hotel
Sir Christopher Wren Hotel
4 out of 5
Thames Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 26 Jan to 27 Jan
AU$266
includes taxes & fees
26 Jan - 27 Jan
8.6/10 Excellent! (1,003 reviews)
"First and foremost, the location cannot be beat. It is so central to everything you need and beautifully situated on the water. The staff at the front desk during the day were all so helpful and kind, really made you feel like you were at home. My wife and I enjoyed the decor of the rooms, a little ..."

Reviewed on 5 Jan. 2025

Sir Christopher Wren Hotel
De Vere Beaumont Estate
De Vere Beaumont Estate
4 out of 5
Burfield Road, Berkshire, Windsor, England
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 2 Feb to 3 Feb
AU$194
includes taxes & fees
2 Feb - 3 Feb
7.4/10 Good! (1,000 reviews)
"Fabulous stay and great hotel with amazing staff."

Reviewed on 23 Dec. 2024

De Vere Beaumont Estate
Castle Hotel Windsor
Castle Hotel Windsor
4 out of 5
18 High Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is AU$249 per night from 2 Feb to 3 Feb
AU$249
includes taxes & fees
2 Feb - 3 Feb
9/10 Wonderful! (1,000 reviews)
Charming little hotel.
"Charming hotel right across from Windsor Castle. The staff were extremely polite and helpful. We stayed in a section that only had stairs to get to the rooms across a beautiful walkway but there wasn’t too many as there was only a couple of floors. We didn’t eat at the restaurant but it looked lovely. ..."

Reviewed on 6 Jan. 2025

Castle Hotel 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 and Maidenhead holiday package cost?
Be ready to book, because a trip to Windsor and Maidenhead starts from only AU$2,459. When you bundle your hotels, flights and car rentals into a travel package, you’ll pick up the biggest bargains.
How do I get a cheap travel package to Windsor and Maidenhead?
Search for flights that suit your schedule, add a hotel to your booking and watch the savings pile up with a Windsor and Maidenhead holiday package. It’s as simple as that! From hotels and flights to rental cars and activities, Expedia makes travelling on a budget easy. And with over 550 partner airlines and 1 000 000 properties throughout the world to select from, you’ll never be short of choice.
How far in advance should I book my Windsor and Maidenhead holiday?
It’s hard to pick the ideal time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you’re booking late, don’t fret. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Windsor and Maidenhead travel package include?
Flights, hotels and rental cars — we have them well covered. With Expedia, you can create your Windsor and Maidenhead travel package your way. All you have to do is work out just what you need. Once you’ve made your booking, you can add on extras like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a Windsor and Maidenhead travel package?
You can save big by combining your hotels, flights and rental cars. Once you’ve made your booking, you can add on activities or tours. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Windsor and Maidenhead Expedia holiday package?
Yes — that’s the beauty of an Expedia holiday package. You’re the boss! We have more than 550 partner airlines across the globe, so you have options galore when planning your Windsor and Maidenhead adventure.
If I'm not able to travel, can I cancel my Windsor and Maidenhead holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.