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.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Save 100% on your flight
Price was €469, price is now €272 per person
€272
per person
2 Jul - 4 Jul
found 1 day ago
Return flight included
Dublin (DUB) to London (LHR)
8.8/10 Excellent! (618 reviews)
The room was spotless clean and was furnished to a very high standard. The staff were absolutely superb, both front of house, in the bar/restaurant and cleaners. I would highly recommend and will stay again.

Reviewed on 27 Apr 2026

Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Price was €2,252, price is now €1,095 per person
€1,095
per person
19 Jun - 26 Jun
found 1 day ago
Return flight included
Dublin (DUB) to London (LHR)
9/10 Wonderful! (1,507 reviews)
Would def stay here again. Each walking distance to the Westminster Tube station. Lovely hotel, modern, clean and friendly and helpful staff. Breakfast was really good, loads to choose from. Room was clean and spacious.

Reviewed on 11 May 2026

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was €2,332, price is now €1,153 per person
€1,153
per person
19 Jun - 26 Jun
found 1 day ago
Return flight included
Dublin (DUB) to London (LHR)
9/10 Wonderful! (3,626 reviews)
Friendly staff and good breakfast selection.

Reviewed on 12 May 2026

Residence Inn by Marriott London Tower Bridge

Residence Inn by Marriott London Tower Bridge

4 out of 5
London City Centre
Price was €1,059, price is now €579 per person
€579
per person
27 Jun - 1 Jul
found 19 hours ago
Return flight included
Shannon (SNN) to London (LHR)
8.4/10 Very Good! (1,000 reviews)
Staff was very attentive and polite. Rooms were amazing and we enjoyed the breakfast.

Reviewed on 23 Apr 2026

Hatton Garden Hotel

Hatton Garden Hotel

4 out of 5
London City Centre
Save 100% on your flight
Price was €1,209, price is now €704 per person
€704
per person
23 Jun - 30 Jun
found 19 hours ago
Return flight included
Dublin (DUB) to London (LHR)
8.4/10 Very Good! (361 reviews)
Clean, smart hotel room, well maintained, huge modern TV, very happy with the hotel, shame there is no restaurant

Reviewed on 6 May 2026

Top hotels in Windsor and Maidenhead

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 €110 per night from 5 Jun to 6 Jun
€110
5 Jun - 6 Jun
includes taxes & fees
8/10 Very Good! (1,009 reviews)
This hotel is extremely big; many rooms are in flat-style blocks that feel disjointed from the main hotel, but it's good for big events. The drinks are at a high premium rate but the staff lack knowledge of how they should be served. The pool is family-friendly, so it's not good for couples looking ...

Reviewed on 4 May 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 €207 per night from 25 May to 26 May
€207
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
Great place to stay, really comfortable

Reviewed on 12 May 2026

Sir Christopher Wren Hotel
Harte and Garter

Harte and Garter

3 out of 5
31 High St Windsor England
Fully refundableReserve now, pay when you stay
The price is €92 per night from 28 May to 29 May
€92
28 May - 29 May
includes taxes & fees
7.6/10 Good! (429 reviews)
The room was clean but the decor and condition outdated and poor. There appears to have been no updating or redecorating since I last stayed here 10 years ago. No breakfast as they no longer have dining facilities.

Reviewed on 12 May 2026

Harte and Garter
See all 523 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 €272. 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.