Windsor and Maidenhead Vacations & Trips

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    Save up to NT$5,067 when you book a flight and hotel together*

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Windsor and Maidenhead Hotel Deals

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 NT$2,838 per night from Jan 18 to Jan 19
NT$2,838
NT$3,406 total
Jan 18 - Jan 19
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Really nice Buffett dinner good quality and fresh. Nice size family room. Easy checkout

Reviewed on 2025/12/26

De Vere Beaumont Estate
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 NT$5,327 per night from Jan 22 to Jan 23
NT$5,327
NT$6,392 total
Jan 22 - Jan 23
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
I stayed at this hotel because I got bumped from my flight out of Heathrow and had to stay at two additional days. The location was perfect along the Thames River there are many walking options right next to the hotel. The breakfast was one of the best I’ve had while in Europe.

Reviewed on 2026/1/6

Sir Christopher Wren Hotel
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street Windsor England
Fully refundableReserve now, pay when you stay
The price is NT$4,666 per night from Jan 16 to Jan 17
NT$4,666
NT$5,600 total
Jan 16 - Jan 17
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The Warmth.....

Reviewed on 2026/1/5

Castle Hotel Windsor
See all 533 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.