Windsor and Maidenhead Holidays

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Top Flight + Hotel Deals in Windsor and Maidenhead

Price found within the past 48 hours. Click for updated prices.
Kensington Court Hotel

Kensington Court Hotel

3 out of 5
London City Centre
per person
5 Aug - 12 Aug
found 11 hours ago
Return flight included
Dublin (DUB) to London (LHR)
7.6/10 Good! (708 reviews)
We were surprised at the size of the bedroom. It was large with 2 armchairs- definate bonus when we came back with sore feet! Staff were very happy and helpful

Reviewed on 28 Feb 2025

Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
per person
25 Aug - 31 Aug
found 11 hours ago
Return direct flight included
Warsaw (WAW) to London (LHR)
8.8/10 Excellent! (309 reviews)
I felt very comfortable, safe, and take. care of here as a solo female traveler. I definitely recommend getting the deluxe room and will plan to be staying here again. It helps the food downstairs at the pub is great too!

Reviewed on 8 Jun 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
per person
14 Aug - 17 Aug
found 12 hours ago
Return flight included
Dublin (DUB) to London (LHR)
9.8/10 Exceptional! (1,000 reviews)
Amazing staff and service! Loved it! Rooms were specious and beautiful, lobby and restaurants were always filled with fresh flowers, so gorgeous! Thank you for the best stay in London!

Reviewed on 20 Jun 2025

THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
per person
25 Aug - 31 Aug
found 11 hours ago
Return direct flight included
Warsaw (WAW) to London (LHR)
8.6/10 Excellent! (18 reviews)
I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!

Reviewed on 10 Sep 2024

Mowbray Court Hotel

Mowbray Court Hotel

3.5 out of 5
London City Centre
per person
25 Aug - 31 Aug
found 11 hours ago
Return direct flight included
Warsaw (WAW) to London (LHR)
7.8/10 Good! (1,002 reviews)
Well located near a metro station, excellent service, the room was comfortable but small. Coffee, tea and biscoff 24 hrs that was nice

Reviewed on 21 Jun 2025

Top hotels in Windsor and Maidenhead

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 €125 per night from 29 Jun to 30 Jun
€125
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"This is a lovely well kept hotel. It is surrounded in a well kept grounds. Great location for visiting Windsor as it is served by bus8 direct to town."

Reviewed on 16 Jun 2025

De Vere Beaumont Estate
Harte and Garter
Harte and Garter
2 out of 5
31 High St, Windsor, England
The price is €79 per night from 29 Jun to 30 Jun
€79
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (173 reviews)
My stay
"The hotel needs a upgrade, we never got asked about breakfast. There was only two sockets in the room which one was taken with my husbands breathing machine, so it left us with one to use ."

Reviewed on 19 Jun 2025

Harte and Garter
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 €185 per night from 13 Jul to 14 Jul
€185
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Front desk was very helpful and Lovely. Timothy L."

Reviewed on 19 Jun 2025

Sir Christopher Wren Hotel
See all 536 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.

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 €529. 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.