Windsor and Maidenhead Holidays

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Windsor and Maidenhead Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Drey

The Drey

2 out of 5
London City Centre
Price was S$2,328, price is now S$1,663 per person
S$1,663
per person
10 Feb - 19 Feb
found 8 hours ago
Return direct flight included
Hong Kong (HKG) to London (LHR)
No reviews
Clan Room and wonderful staff. We met Shafkat when we arrived and he was so helpful. I also requested for an early check-in which \they were really helpful with. David reached out to us early enough to help with our plans. Great Stay and hotel is central to everything

Reviewed on 2 Jan, 2026

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
Price was S$3,541, price is now S$2,279 per person
S$2,279
per person
10 Feb - 19 Feb
found 8 hours ago
Return direct flight included
Hong Kong (HKG) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
We enjoyed our stay.

Reviewed on 9 Jan, 2026

Corinthia London

Corinthia London

5 out of 5
London City Centre
Save 100% on your flight
Price was S$8,458, price is now S$5,688 per person
S$5,688
per person
10 Feb - 19 Feb
found 8 hours ago
Return direct flight included
Hong Kong (HKG) to London (LHR)
9.8/10 Exceptional! (1,002 reviews)
Top notch all around

Reviewed on 10 Jan, 2026

Cleveland Residences Russell Square

Cleveland Residences Russell Square

3 out of 5
London City Centre
Save 100% on your flight
Price was S$3,116, price is now S$2,196 per person
S$2,196
per person
10 Feb - 19 Feb
found 8 hours ago
Return direct flight included
Hong Kong (HKG) to London (LHR)
9.4/10 Exceptional! (113 reviews)
I am not big on apartment hotels, but I must say I was pleasantly surprised with this property. The space in the room was great; the cleanliness of the room and the entire property was excellent. It was conveniently located near the Russel Square station that allowed us to get all our sighting seeing spots very easily. I would definitely stay here again if in the area. I had to make additional arrangements, and the customer service and response was above and beyond. We are very happy with our stay.

Reviewed on 29 Oct, 2025

Cleveland Residences Bloomsbury

Cleveland Residences Bloomsbury

3 out of 5
London City Centre
Price was S$3,144, price is now S$2,248 per person
S$2,248
per person
10 Feb - 19 Feb
found 8 hours ago
Return direct flight included
Hong Kong (HKG) to London (LHR)
9.6/10 Exceptional! (97 reviews)
I didn't see the staff much, because we really didn't need them much. It was a pretty self-sustainable place to stay. You have to do your own laundry, but that wasn't an issue because the cost was great and the place was very clean. It was a comfortable stay!

Reviewed on 1 Dec, 2025

Top hotels in Windsor and Maidenhead

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire Windsor England
The price is S$138 per night from 18 Jan to 19 Jan
S$138
18 Jan - 19 Jan
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Really nice Buffett dinner good quality and fresh. Nice size family room. Easy checkout

Reviewed on 26 Dec, 2025

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 S$260 per night from 15 Jan to 16 Jan
S$260
15 Jan - 16 Jan
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 6 Jan, 2026

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 S$214 per night from 27 Jan to 28 Jan
S$214
27 Jan - 28 Jan
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The Warmth.....

Reviewed on 5 Jan, 2026

Castle Hotel Windsor
See all 534 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 holiday package cost?
Be ready to book, because a trip to Windsor and Maidenhead starts from only S$1,663. 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 holiday package. It's as simple as that! From hotels and flights to rental cars and activities, Expedia makes travelling 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 holiday?
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 holiday is only a couple of clicks away.
Can I choose my airline with a Windsor and Maidenhead Expedia holiday package?
Yes — that's the beauty of an Expedia holiday 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.