Windsor and Maidenhead Holidays from AU$2,885

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    Save up to AU$2,500 when you book a flight and hotel together*

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The Latest Windsor and Maidenhead Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sloane Place

Sloane Place

4 out of 5
London City Centre
Price was AU$3,526, price is now AU$2,885 per person
AU$2,885
per person
2 Oct - 6 Oct
found 1 day ago
Return direct flight included
Melbourne (MEL) to London (LHR)
9.2/10 Wonderful! (980 reviews)

Page8, Page Hotels

Page8, Page Hotels

4.5 out of 5
London City Centre
Price was AU$3,959, price is now AU$3,271 per person
AU$3,271
per person
14 Sept - 18 Sept
found 1 day ago
Return direct flight included
Melbourne (MEL) to London (LHR)
9.6/10 Exceptional! (1,614 reviews)

Sea Containers London

Sea Containers London

5 out of 5
London City Centre
Price was AU$3,609, price is now AU$3,076 per person
AU$3,076
per person
8 Oct - 12 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to London (LHR)
9.4/10 Exceptional! (2,682 reviews)

The Zetter Clerkenwell

The Zetter Clerkenwell

4 out of 5
London City Centre
Price was AU$3,970, price is now AU$3,415 per person
AU$3,415
per person
14 Sept - 18 Sept
found 1 day ago
Return direct flight included
Melbourne (MEL) to London (LHR)
9.2/10 Wonderful! (184 reviews)
A really special place to stay. Staff were all amazing, very attentive in a non obtrusive way. Rooms are very comfortable and the decor across the hotel is eclectic and interesting. Having stayed in many London hotels I think we may have found our 'nest'. Highly recommended.

Reviewed on 14 July 2026

One Hundred Shoreditch

One Hundred Shoreditch

4 out of 5
London City Centre
Price was AU$3,437, price is now AU$2,966 per person
AU$2,966
per person
8 Oct - 12 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to London (LHR)
9.2/10 Wonderful! (1,624 reviews)

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

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire Windsor England
The price is AU$215 per night from 27 July to 28 July
AU$215
27 July - 28 July
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"WORST PLACE I HAVE STAYED IN A WHILE - NO EFFORT TO RESOLVE MY COMPLAINT (DON’T STAY HERE!!!) I appreciate your comments regarding the location of your room. As a large estate with accommodation spread across several wings, some rooms are situated further from the main facilities than others. I am ..."

Reviewed on 23 July 2026

De Vere Beaumont Estate
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$276 per night from 7 Aug to 8 Aug
AU$276
7 Aug - 8 Aug
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Breakfast was delicious"

Reviewed on 23 July 2026

Sir Christopher Wren Hotel
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street Windsor England
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 23 Aug to 24 Aug
AU$220
23 Aug - 24 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"The staff were extremely helpful and the hotel was beautiful. So convenient to the castle. My only slight negative was the cost for parking."

Reviewed on 20 July 2026

Macdonald Windsor Hotel
See all 520 properties in Windsor and Maidenhead
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.
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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$2,885. 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.