Windsor and Maidenhead Vacations & Trips from ￥213,344

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The Latest Windsor and Maidenhead Vacation Packages

Price found within the past 48 hours. Click for updated prices.
THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
Price was ￥289,445, price is now ￥213,344 per person
￥213,344
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
8.8/10 Excellent! (32 reviews)
Wouldn’t stay again. Very noisy. Room was all satisfactory however didn’t feel comfortable or safe being a single women. The rooms around also banged doors all night.

Reviewed on Dec 6, 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
Price was ￥433,332, price is now ￥263,627 per person
￥263,627
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Fantastic location, hotel brilliant Really enjoyed ours stay

Reviewed on Feb 22, 2026

Presidential Apartments - Kensington

Presidential Apartments - Kensington

4 out of 5
London City Centre
Price was ￥336,780, price is now ￥238,534 per person
￥238,534
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
8.2/10 Very Good! (1,888 reviews)
These are apartment hotels and I stay in them 2 times a year, when I visit my daughter sometimes for months or few weeks Presidental Apartments was by far the best. Staff on 24 hours, fully stocked room with everything you need, smaller shops close by and Big Tesco for a big shop should you need a variety of groceries. Housekeeping services every day and the gem of the hotel is Michael who is the concierge/ door man. This is a super safe area and a 3 mins walk from tube station. You can be in central London in as little as 20 mins. Highly recommend

Reviewed on Feb 9, 2026

Cleveland Residences Chelsea

Cleveland Residences Chelsea

2 out of 5
London City Centre
Price was ￥332,356, price is now ￥236,532 per person
￥236,532
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
9.4/10 Exceptional! (19 reviews)
Clean and bright felt safe location - kitchen facilities good - bed was fresh and clean - would be good to have had a long mirror

Reviewed on Sep 10, 2025

Leicester House Hotel

Leicester House Hotel

3 out of 5
London City Centre
Price was ￥364,911, price is now ￥262,682 per person
￥262,682
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
8.6/10 Excellent! (48 reviews)
Close to everything, large room, nice amenities

Reviewed on Feb 7, 2026

Windsor and Maidenhead Hotel Deals

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 ￥9,311 per night from Mar 1 to Mar 2
￥9,311
￥11,173 total
Mar 1 - Mar 2
includes taxes & fees
7.6/10 Good! (368 reviews)
Noise outside. They were removing glass bottles late at night and started moving the bins and talking loudly amongst themselves at 05:00 AM! Room was very comfortable but the noise really impacted my sleep.

Reviewed on Feb 24, 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 ￥18,626 per night from Mar 1 to Mar 2
￥18,626
￥22,351 total
Mar 1 - Mar 2
includes taxes & fees
8/10 Very Good! (1,010 reviews)
We booked a family room for 4. The bed was ok. The sofa bed for the kids was absolutely terrible, it’s not suitable for one child definitely not for two and does not even fit the definition of sofa bed. Extremely thin (less thick than a blanket) “mattress” over falling apart springs extreme unstable ...

Reviewed on Feb 22, 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 ￥26,173 per night from Mar 1 to Mar 2
￥26,173
￥31,407 total
Mar 1 - Mar 2
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
We were staying after going to rugby at twickenham, so didn’t check in till the evening. Not very warm and welcoming on arrival, Room was clean however kettle had mould which we had to request to be swapped, water leaked through shower screen so floor was soaking wet, basin drain has partial blockage ...

Reviewed on Feb 22, 2026

Sir Christopher Wren Hotel
See all 512 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 ￥213,344. 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.