Windsor and Maidenhead Holidays

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Top Flight + Hotel Deals in Windsor and Maidenhead

Price found within the past 48 hours. Click for updated prices.
Church Street Hotel by Belvilla

Church Street Hotel by Belvilla

3 out of 5
Southwark
Save 100% on your flight
per person
13 Mar - 19 Mar
found 1 day ago
Return flight included
Larnaca (LCA) to London (LHR)
8.2/10 Very Good! (736 reviews)
Very nice staff , especially the male staff Nefi, he helped us to move our luggages to our room and down to the lobby, and the other staff also is helpful although the room is not that perfect, our mounted heater not working but they offered us another mobile one. And the location is perfect, many buses to central London and railway station.

Reviewed on 14 Dec 2024

Holmes Hotel London

Holmes Hotel London

4 out of 5
London City Centre
per person
6 Feb - 11 Feb
found 1 day ago
Return flight included
Athens (ATH) to London (LHR)
9.4/10 Exceptional! (623 reviews)
The staff is excellent and so helpful. Very service oriented as well. And the rooms are lovely.

Reviewed on 6 Jan 2025

Westwood House

Westwood House

4 out of 5
London City Centre
per person
6 Feb - 11 Feb
found 1 day ago
Return flight included
Athens (ATH) to London (LHR)
No reviews
Park Plaza London Westminster Bridge

Park Plaza London Westminster Bridge

4 out of 5
London City Centre
per person
6 Feb - 11 Feb
found 1 day ago
Return flight included
Athens (ATH) to London (LHR)
8.8/10 Excellent! (3,573 reviews)
This is a wonderful hotel with easy walking access to Parliament Square and much of London. Only complaint was that communication regarding restrictions to all of the area around the hotel on NYE should have been made clear at booking and more information about how to leave the hotel and not get locked out during that evening should have been available at check in or when we received the bracelets. No one was clear about how to get back to the hotel, so we remained inside all night.

Reviewed on 6 Jan 2025

Central Hotel

Central Hotel

2 out of 5
London City Centre
per person
6 Feb - 11 Feb
found 1 day ago
Return flight included
Athens (ATH) to London (LHR)
8.2/10 Very Good! (183 reviews)
Great location convenient to St Pancras Train station and other things to see nice restaurants and pubs nearby. Very helpful staff. It is snug but worked perfect for a couple. Will be staying again soon.

Reviewed on 30 Sep 2024

Top hotels in Windsor and Maidenhead

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 €160 per night from 12 Jan to 13 Jan
€160
includes taxes & fees
12 Jan - 13 Jan
8.6/10 Excellent! (1,002 reviews)
"Lovely hotel and an amazing breakfast"

Reviewed on 4 Jan 2025

Sir Christopher Wren Hotel
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 €117 per night from 2 Feb to 3 Feb
€117
includes taxes & fees
2 Feb - 3 Feb
7.4/10 Good! (1,000 reviews)
"Fabulous stay and great hotel with amazing staff."

Reviewed on 23 Dec 2024

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 €136 per night from 12 Jan to 13 Jan
€136
includes taxes & fees
12 Jan - 13 Jan
9/10 Wonderful! (1,002 reviews)
Great stay at the Castle hotel
"Fantastic stay,room was a great size & soft furnishings,good choice of beverages & complimentary fridge drinks. Staff really friendly & accomodaying. Siperb location,literally ipposite the castke & central to all restaurants & shops!! Will definitely return in 2025!! Thanks"

Reviewed on 31 Dec 2024

Castle Hotel Windsor
See all 499 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 €339. 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.