Windsor and Maidenhead Holidays

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    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Top Windsor and Maidenhead Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Ellen Kensington

Ellen Kensington

4 out of 5
London City Centre
Save 100% on your flight
per person
27 Oct - 30 Oct
found 1 day ago
Return flight included
Belfast (BFS) to London (LHR)
8.6/10 Excellent! (50 reviews)
Great room, even though the price was a bit high. I asked for a handicap, friendly room. Even though there was an elevator to the third floor, there are still steps involved, which was not easy.

Reviewed on 23 Jul 2025

Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
8.8/10 Excellent! (334 reviews)
Room was recently renovated and comfortable but a proper chair would have been appreciated. The fact that there was no space for a small desk and chair will give you a sense of the small size of the room.

Reviewed on 21 Jul 2025

Mowbray Court Hotel

Mowbray Court Hotel

3.5 out of 5
London City Centre
Save 100% on your flight
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
7.8/10 Good! (1,001 reviews)
The manager gave me a complimentary breakfast on my last morning and on my first morning I was able to go to my room as soon as I checked in - at 8 a.m.!

Reviewed on 29 Jul 2025

Marrable's Farringdon Hotel

Marrable's Farringdon Hotel

4 out of 5
London City Centre
per person
12 Sept - 19 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
9.2/10 Wonderful! (581 reviews)
While your hotel was a good stay, the location is too far east of attractions and I didn’t feel safe walking at night.

Reviewed on 4 Aug 2025

Dao By Dorsett West London

Dao By Dorsett West London

4 out of 5
Hammersmith and Fulham
Save 100% on your flight
per person
4 Sept - 8 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to London (LHR)
8.6/10 Excellent! (334 reviews)
Very walkable area with the Dao being the best hotel in the Shepherd Bush community. Great shopping with the Westfield Mall being only a 5 minute walk. We were moved to another room because the first room AC went out. Hotel staff promptly moved us to a comfy room with great AC.

Reviewed on 25 Jul 2025

Windsor and Maidenhead Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)

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 £119 per night from 6 Aug to 7 Aug
£119
6 Aug - 7 Aug
includes taxes & fees
7.8/10 Good! (1,013 reviews)
"Good breakfast"

Reviewed on 3 Aug 2025

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 £144 per night from 21 Aug to 22 Aug
£144
21 Aug - 22 Aug
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Very nice, excellent staff."

Reviewed on 31 Jul 2025

Castle Hotel Windsor
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 £155 per night from 10 Aug to 11 Aug
£155
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Lovely hotel, great setting and walkable from venue"

Reviewed on 2 Aug 2025

Sir Christopher Wren Hotel
See all 524 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.
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Frequently asked questions

How much does a Windsor and Maidenhead travel package cost?
Our Windsor and Maidenhead travel packages, which begin from just £296, are an awesome way to save. Choose your favourite hotels, flights and rental car to create a personalized trip.
If I'm not able to travel, can I cancel my Windsor and Maidenhead travel package?
We get that unexpected stuff happens. If you've booked a Windsor and Maidenhead travel package and have to change or cancel it, we can help. It's always worth having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to Windsor and Maidenhead?
Combining your hotel and flight with Expedia won't just save precious time — it'll save you dollars too. A Windsor and Maidenhead travel package makes it a cinch to organise your perfect trip. With more than 550 airlines throughout the world to pick from, finding convenient flights that fit your schedule won't be difficult. Not only that, we have over 1,000,000 hotel options globally to pick from. Now that's what we call choice. No matter who you are, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Windsor and Maidenhead holidays?
Expedia has teamed up with online lender Klarna to make your next trip easier on the purse strings. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all budgets, so you can book that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday in multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this option. Simply put down a small deposit on your escape and then start working on your travel itinerary.

How far in advance should I book my Windsor and Maidenhead holiday?
The earlier you book, the better. Airlines typically release flight tickets nearly 12 months prior to departure, and this is an excellent opportunity to pick up some rock-bottom prices. Boss just told you to use up your holiday time next month? That's fine too — Expedia are never short on fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Windsor and Maidenhead travel package include?
It's up to you! You can pick from a range of Windsor and Maidenhead packages, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your Windsor and Maidenhead escape looks like, get set to save!
What should I know before booking a Windsor and Maidenhead travel package?
Our prices are always low. However, you'll score even more bargains when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and tons of choice.
Can I choose my airline with a Windsor and Maidenhead Expedia travel package?
You can, and with over 550 airlines to select from around the world, you have loads of choice. Have a look through the available options and find out which airline suits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.