Windsor and Maidenhead Holidays
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Top hotels in Windsor and Maidenhead
De Vere Beaumont Estate
Burfield Road, Berkshire Windsor England
Fully refundableReserve now, pay when you stay
Rp1.791.288
Rp2.149.546 total
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (1,005 reviews)
"It’s a beautiful hotel. However, the rooms had no air conditioning or proper ventilation. I wouldn’t go in summer since the heat gets trapped in the rooms which makes it very difficult to sleep. The buffet breakfast wasn’t good, cold dishes with no variety of food and we were told there weren’t tables ..."
Reviewed on 28 Aug 2026
Sir Christopher Wren Hotel
Thames Street Windsor England
Fully refundableReserve now, pay when you stay
Rp3.098.063
Rp3.717.675 total
6 Sept - 7 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Lovely and central. Nice property. Only issue was the noise when people walked around, the floor boards were quite loud as people walk around."
Reviewed on 28 Aug 2026
Macdonald Windsor Hotel
23 High Street Windsor England
Fully refundableReserve now, pay when you stay
Rp1.954.132
Rp2.344.958 total
20 Sept - 21 Sept
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Service was fantastic from everyone at the hotel, the best part of the stay! The parking is expensive but secure which was reassuring and very central."
Reviewed on 27 Aug 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 . 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.
