Windsor and Maidenhead Holidays

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  • Plan, book, travel with confidence

  • Better together

    Save up to £335 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top Windsor and Maidenhead Flight + Hotel Deals

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

Dreamtel London Kensington

2.5 out of 5
London City Centre
Price was £434, price is now £198 per person
£198
per person
4 Apr - 7 Apr
found 1 day ago
Return flight included
Belfast (BFS) to London (LHR)
6.6/10 (928 reviews)
There was a very nice person at the front desk for check in and who also helped to try and find the heater switch. Room was so very small and the bed placed right by the wall and window. Could not tuck in the duvet and it kept falling off. Radiator not accessible, staff tried to help but fortunately it got warmer so did not need it the second day. Underground station is very close and there is a wide diverse variety of restaurants close to the hotel Can hear the underground trains from the room, but not too bothersome. Creaky stairs outside my room I think too expensive for this size room and I am sure the larger rooms are more comfortable

Reviewed on 12 Dec 2025

Charles Hope London Battersea

Charles Hope London Battersea

3 out of 5
Wandsworth
Price was £708, price is now £356 per person
£356
per person
20 Mar - 22 Mar
found 18 hours ago
Return flight included
Edinburgh (EDI) to London (LHR)
8.6/10 Excellent! (4 reviews)
Construction next building

Reviewed on 2 Sept 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was £778, price is now £414 per person
£414
per person
23 Apr - 25 Apr
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Staff was very friendly, room was clean and we had a great stay.

Reviewed on 7 Feb 2026

The Drey

The Drey

2 out of 5
London City Centre
Save 100% on your flight
Price was £460, price is now £246 per person
£246
per person
22 Mar - 26 Mar
found 10 hours ago
Return flight included
Aberdeen (ABZ) to London (LHR)
No reviews
It’s was very clean and beautiful room close to the train station and wonderful safe area. The staff are always there ready to help and very polite. Will be staying there again

Reviewed on 4 Feb 2026

Miiro Templeton Garden

Miiro Templeton Garden

4 out of 5
London City Centre
Save 100% on your flight
Price was £519, price is now £283 per person
£283
per person
23 Apr - 25 Apr
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
9.6/10 Exceptional! (270 reviews)
clean place, polite and helpful staff etc.

Reviewed on 6 Feb 2026

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 £107 per night from 15 Feb to 16 Feb
£107
15 Feb - 16 Feb
includes taxes & fees
8/10 Very Good! (1,001 reviews)
The staff were all friendly and the hotel had a lovely atmosphere. The pool was also a good size and there were lots of available floats for the kids to play with. The changing facilities by the pool were also a good size and very clean.

Reviewed on 2 Feb 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 £151 per night from 15 Feb to 16 Feb
£151
15 Feb - 16 Feb
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Charming hotel. Beautiful view of the Thames across to Eton. Staff super helpful. Highly recommend

Reviewed on 8 Feb 2026

Sir Christopher Wren Hotel
Harte and Garter

Harte and Garter

2 out of 5
31 High St Windsor England
Fully refundableReserve now, pay when you stay
The price is £65 per night from 22 Feb to 23 Feb
£65
22 Feb - 23 Feb
includes taxes & fees
7.6/10 Good! (352 reviews)
Excellent location and reasonably priced.

Reviewed on 4 Feb 2026

Harte and Garter
See all 531 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 £198, 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.