Windsor and Maidenhead Vacations & Trips from ￥278,902
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The Latest Windsor and Maidenhead Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Presidential Apartments - Kensington
London City Centre
￥278,902
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
8.4/10 Very Good! (1,994 reviews)
We recently spent 6 nights here. The check in process was smooth and the room was just as described. There was plenty of space for 3 adults. We enjoyed the air conditioning, the kitchenette, and close location to the tube. We would definitely stay here again.
Reviewed on Sep 4, 2026
Cleveland Residences Chelsea
London City Centre
￥296,568
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
9.2/10 Wonderful! (40 reviews)
Wonderful place to stay for our family of 3! Quiet and safe neighborhood with cafes and convenience market close by. We will definitely be back!
Reviewed on Sep 9, 2026
Windsor and Maidenhead Hotel Deals
De Vere Beaumont Estate
Burfield Road, Berkshire Windsor England
￥17,011
￥20,413 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very Good! (1,011 reviews)
"We stayed one night due to issues at Heathrow Airport Everything was good. Would stay again"
Reviewed on Sep 14, 2026
Sir Christopher Wren Hotel
Thames Street Windsor England
Fully refundableReserve now, pay when you stay
￥26,679
￥32,014 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"The central location makes up for the lack of empathy shown by the staff. They seem to be there under duress, certainly not to help guests. The bell boy was excellent and very helpful though. The parking is some way but if you have your key, you can use the back door which saves a few minutes. Breakfast ..."
Reviewed on Sep 15, 2026
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort Windsor England
Fully refundableReserve now, pay when you stay
￥17,575
￥21,090 total
Sep 29 - Sep 30
includes taxes & fees
8.2/10 Very Good! (287 reviews)
"The room was small. In the sense that it is a children place, it should have been a little bit more space in the rooms. We stayed at the woodland village and got the room at the very end of the “village”. With three small kids it was too much walk. Also make sure before you arrive in which area you ..."
Reviewed on Sep 12, 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 vacation package cost?
Be ready to book, because a trip to Windsor and Maidenhead starts from only ￥278,902. 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 vacation package. It's as simple as that! From hotels and flights to rental cars and activities, Expedia makes traveling 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 vacation?
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 vacation is only a couple of clicks away.
Can I choose my airline with a Windsor and Maidenhead Expedia vacation package?
Yes — that's the beauty of an Expedia vacation 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 vacation 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.
