Windsor and Maidenhead Holidays
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- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Flight + Hotel Deals in Windsor and Maidenhead
Price found within the past 48 hours. Click for updated prices.
Garden View Hotel
London City Centre
€173
per person
13 Nov - 15 Nov
found 1 day ago
Return flight included
Dublin (DUB) to London (LHR)
7.4/10 Good! (1,364 reviews)
Very small room and bathroon very uncomfortable, no space for shower gels and shampoo inside the shower. The basement room was very hot, just a window to the stairs without security, no air conditioner, just a little fan. The hotel was very noised early in the morning because of repairements and cleaning. They acept your bags for early arrival but the storage was all the time open to any guest without any security.
Reviewed on 24 Sept 2026
Top hotels in Windsor and Maidenhead
De Vere Beaumont Estate
Burfield Road, Berkshire Windsor England
Fully refundableReserve now, pay when you stay
€113
16 Oct - 17 Oct
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Terrible nights sleep, hot stuffy room window only opens a crack. Pillows lumpiest I think i've ever used, blinds don't block the light around the edges and the blind in the bathroom is decorative. This would be fine apart from the glass panel on the bathroom door meaning you will be up with the ..."
Reviewed on 23 Sept 2026
Sir Christopher Wren Hotel
Thames Street Windsor England
Fully refundableReserve now, pay when you stay
€176
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"Great location. Enjoyed our stay."
Reviewed on 23 Sept 2026
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort Windsor England
Fully refundableReserve now, pay when you stay
€131
27 Sept - 28 Sept
includes taxes & fees
8.2/10 Very good! (288 reviews)
"Fab stay! Very clean and tidy, staff couldn’t be anymore helpful, just a shame it was let down by the breakfast which wasn’t great"
Reviewed on 21 Sept 2026
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 €173. 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.
