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.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
per person
18 Jul - 24 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (305 reviews)
I felt very comfortable, safe, and take. care of here as a solo female traveler. I definitely recommend getting the deluxe room and will plan to be staying here again. It helps the food downstairs at the pub is great too!

Reviewed on 8 Jun, 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
per person
18 Jul - 24 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (2,380 reviews)
Location was great.

Reviewed on 15 Jun, 2025

The Clermont London, Charing Cross

The Clermont London, Charing Cross

4 out of 5
London City Centre
per person
18 Jul - 24 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.4/10 Exceptional! (1,465 reviews)
Beautiful hotel. Great location.

Reviewed on 10 Jun, 2025

The Royal Horseguards, London

The Royal Horseguards, London

4 out of 5
London City Centre
per person
18 Jul - 24 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9/10 Wonderful! (1,488 reviews)
Wonderful time in London!

Reviewed on 15 Jun, 2025

Thistle Trafalgar - Leicester Square

Thistle Trafalgar - Leicester Square

4 out of 5
London City Centre
per person
18 Jul - 24 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.6/10 Excellent! (1,009 reviews)
We loved our stay. Great location. Friendly staff. Would stay there again.

Reviewed on 12 Jun, 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$171 per night from 2 Jul to 3 Jul
S$171
2 Jul - 3 Jul
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"No air con so the room was very warm, just a fan. Too much light coming in via the bathroom window and glazed bathroom door. Dogs staying in neighbouring room which started barking in the early hours of the morning, so all in all we didn’t get much sleep."

Reviewed on 2 Jun, 2025

De Vere Beaumont Estate
Harte and Garter
Harte and Garter
2 out of 5
31 High St, Windsor, England
The price is S$125 per night from 22 Jun to 23 Jun
S$125
22 Jun - 23 Jun
includes taxes & fees
7.8/10 Good! (171 reviews)
"Everything was fine."

Reviewed on 13 Jun, 2025

Harte and Garter
Sir Christopher Wren Hotel
Sir Christopher Wren Hotel
4 out of 5
Thames Street, Windsor, England
The price is S$270 per night from 22 Jun to 23 Jun
S$270
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Property very nice"

Reviewed on 11 Jun, 2025

Sir Christopher Wren Hotel
See all 535 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$1,870. 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.