Windsor and Maidenhead Vacations & Trips

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    Save up to ₩234,741 when you book a flight and hotel together*

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Windsor and Maidenhead Hotel Deals

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 ₩246,810 per night from Feb 22 to Feb 23
₩246,810
₩296,172 total
Feb 22 - Feb 23
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Old charm with modern touches.

Reviewed on Feb 10, 2026

Sir Christopher Wren Hotel
Harte and Garter

Harte and Garter

2 out of 5
31 High St Windsor England
Fully refundableReserve now, pay when you stay
The price is ₩104,961 per night from Mar 1 to Mar 2
₩104,961
₩125,953 total
Mar 1 - Mar 2
includes taxes & fees
7.6/10 Good! (359 reviews)
Great view from room but room required update poor bathroom and needs painting , staff were all great

Reviewed on Feb 17, 2026

Harte and Garter
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 ₩175,637 per night from Feb 18 to Feb 19
₩175,637
₩210,764 total
Feb 18 - Feb 19
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Clean, great facilities, pool was brilliant, breakfast was well stocked and fasty

Reviewed on Feb 16, 2026

De Vere Beaumont Estate
See all 522 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 vacation 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 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.