Windsor and Maidenhead Vacations & Trips from ￥122,618

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The Latest Windsor and Maidenhead Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Heeton Concept Hotel Kensington

Heeton Concept Hotel Kensington

3 out of 5
London City Centre
Price was ￥262,466, price is now ￥122,618 per person
￥122,618
per person
Dec 23 - Dec 29
found 8 hours ago
Roundtrip non-stop flight included
Helsinki (HEL) to London (LHR)
7.8/10 Good! (463 reviews)
This hotel and staff are absolutely great. Great location. If you are looking for something plush with all the extras, this hotel is not for you. It is clean the beds are comfortable. But, the hotel amenities themselves are bare minimum. The rooms are small. We had three adult women in the family room and it was tiny. Barely room for all of our suitcases. There was a double bed and bunk beds. No dresser to put clothes in if you wanted to unpack. Located down the street from the Earls Court underground, which was great to get around the city. We all agreed we definitely would stay there again!!

Reviewed on Oct 21, 2026

Residence Inn by Marriott London Tower Bridge

Residence Inn by Marriott London Tower Bridge

4 out of 5
London City Centre
Price was ￥670,268, price is now ￥352,349 per person
￥352,349
per person
Dec 23 - Dec 30
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
8.4/10 Very Good! (999 reviews)
Great location, beds comfortable, breakfast buffet excellent

Reviewed on Oct 29, 2026

Residence Inn by Marriott London Kensington

Residence Inn by Marriott London Kensington

4 out of 5
London City Centre
Save 100% on your flight
Price was ￥630,020, price is now ￥332,164 per person
￥332,164
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
8.6/10 Excellent! (1,369 reviews)
Ideal location for exploring London. The hotel was clean and well equipped and friendly staff. Good choice of foods for breakfast with an efficient service.

Reviewed on Oct 30, 2026

Borough High Street Rooms

Borough High Street Rooms

2 out of 5
London City Centre
Price was ￥424,924, price is now ￥226,835 per person
￥226,835
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
6.6/10 (14 reviews)

Studios 2 Let North Gower

Studios 2 Let North Gower

3 out of 5
London City Centre
Price was ￥415,849, price is now ￥226,043 per person
￥226,043
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
7.6/10 Good! (1,001 reviews)
The location is amazing! Thi

Reviewed on Oct 28, 2026

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 ￥17,256 per night from Nov 20 to Nov 21
￥17,256
￥20,707 total
Nov 20 - Nov 21
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Beautiful inside and out. Clean room nice breakfast option. Good service at the bar"

Reviewed on Oct 30, 2026

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 ￥20,933 per night from Nov 4 to Nov 5
￥20,933
￥25,120 total
Nov 4 - Nov 5
includes taxes & fees
Sir Christopher Wren Hotel
LEGOLAND Windsor Resort

LEGOLAND Windsor Resort

4 out of 5
LEGOLAND Windsor Resort Windsor England
Fully refundableReserve now, pay when you stay
The price is ￥16,615 per night from Nov 30 to Dec 1
￥16,615
￥19,938 total
Nov 30 - Dec 1
includes taxes & fees
8.2/10 Very Good! (295 reviews)
"Very expensive ! bins hadn’t been emptied in room, nice atmosphere though and my daughter enjoyed the bunk bed"

Reviewed on Oct 30, 2026

LEGOLAND Windsor Resort
See all 555 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 ￥122,618. 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.