Windsor and Maidenhead Vacations & Trips from ￥250,452

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The Latest Windsor and Maidenhead Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
8.8/10 Excellent! (2,594 reviews)
A good, modern hotel with convenient location and a nice breakfast buffet. Easy access to both trains and the tube via Victoria station. Close walk to several theatres.

Reviewed on Jul 31, 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
Save 100% on your flight
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
9.8/10 Exceptional! (1,000 reviews)
Excellent all around

Reviewed on Jul 31, 2025

The Savoy

The Savoy

5 out of 5
London City Centre
Save 100% on your flight
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
9.6/10 Exceptional! (1,001 reviews)
The property itself is nice but the rooms are not; the junior suite I stayed in was dingy with no view which made it feel dark, dreary and dilapidated.

Reviewed on Jul 31, 2025

The Langham, London

The Langham, London

5 out of 5
London City Centre
Save 100% on your flight
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
9.6/10 Exceptional! (1,000 reviews)
The staff were incredibly kind and helpful. It’s a very very nice hotel and I can’t imagine even those used to the absolute best, being disappointed in their stay. I suppose one could argue the main dining room is very very slightly off with its interior design, but every single other aspect of this hotel is fantastic.

Reviewed on Aug 1, 2025

The Beaumont Mayfair

The Beaumont Mayfair

5 out of 5
London City Centre
Save 100% on your flight
per person
Sep 4 - Sep 9
just found
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
9.8/10 Exceptional! (243 reviews)
The staff, the room snd bed comfort, couldn’t do enough for us.

Reviewed on Jul 28, 2025

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 ￥17,468 per night from Aug 3 to Aug 4
￥17,468
￥20,962 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Superb hotel - Need to invest in 'in-room' comfort
"This hotel is simply beautiful. The grounds are superb, and the overall amenties and facilties are great. However, I just don't get why any hotel in this day and age doesn't offer air-conditioning in the rooms. I mean, it's standard in a Premier Inn these days. As it happens, a previous resident ..."

Reviewed on Jul 25, 2025

De Vere Beaumont Estate
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 ￥23,357 per night from Aug 3 to Aug 4
￥23,357
￥28,028 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"We had a great stay but our room 533, requires some attention. The carpet and sofa are badly stained."

Reviewed on Jul 28, 2025

Castle Hotel Windsor
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 ￥25,281 per night from Aug 10 to Aug 11
￥25,281
￥30,337 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
A pleasant place to stay
"Just a very pleasant place to stay and good value for money"

Reviewed on Jul 29, 2025

Sir Christopher Wren Hotel
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 ￥250,452. 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.