Windsor and Maidenhead Holidays

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    Save up to £250 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

  • 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.
Hotel La Place

Hotel La Place

3.5 out of 5
London City Centre
Price was £432, price is now £234 per person
£234
per person
9 Jun - 11 Jun
found 1 day ago
Return flight included
Glasgow (GLA) to London (LHR)
8.4/10 Very Good! (464 reviews)
Me and my family did enjoy our stay . Amazing neighbour. Friendly Staff quiet and clean room.

Reviewed on 28 Nov 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was £888, price is now £420 per person
£420
per person
25 May - 29 May
found 1 day ago
Return flight included
Glasgow (GLA) to London (LHR)
9/10 Wonderful! (3,555 reviews)
A large king bed suite. Large enough for more than 1 uncomfortable chair, could easily fit a small table and 2 chairs. Actually looked like wasted space. Lighting in large good Bath very dim. More light please. On 2 days (of 5) no room changeover before 6 pm. Glasses in suite below standard for this type of property. Small, plastic, no wine glasses. Had to go to the bar to get ice. Staff is uniformly excellent, the set backs are HQ choices.

Reviewed on 24 Apr 2026

Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Price was £745, price is now £361 per person
£361
per person
17 Jul - 20 Jul
found 1 day ago
Return flight included
Belfast (BFS) to London (LHR)
9/10 Wonderful! (1,482 reviews)
Clean rooms. Great staff! Super friendly! 😊

Reviewed on 23 Apr 2026

Cleveland Residences Russell Square

Cleveland Residences Russell Square

3 out of 5
London City Centre
Price was £457, price is now £247 per person
£247
per person
9 Jun - 11 Jun
found 1 day ago
Return flight included
Glasgow (GLA) to London (LHR)
9.2/10 Wonderful! (143 reviews)
This hotel has been recently updated with modern appliances and a high-tech feel. The room is spacious by central London standards. Although our room was on the -1 level, we could barely hear the Tube, even at night. There is no front desk, but management responded promptly to our requests via email. The location is very convenient, within walking distance of the British Museum and the Russell Square Tube station. We visited in April and found it to be an excellent value for a short stay in London.

Reviewed on 21 Apr 2026

Characterful Cottage With hot Tub, No Deposit

Characterful Cottage With hot Tub, No Deposit

2 out of 5
Save 100% on your flight
Price was £1,659, price is now £919 per person
£919
per person
27 May - 29 May
found 1 day ago
Return flight included
Glasgow (GLA) to London (LHR)
No reviews

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 1 May to 2 May
£107
1 May - 2 May
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Clean today just dated in places

Reviewed on 21 Apr 2026

De Vere Beaumont Estate
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street Windsor England
Fully refundableReserve now, pay when you stay
The price is £143 per night from 26 Apr to 27 Apr
£143
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
The hotel is situated in the centre of Windsor very close to the castle, the staff are really helpful and knowledgeable about the local area and amenities. My wife and I were there to celebrate our wedding anniversary and we would definitely stay here again or recommend to others.

Reviewed on 23 Apr 2026

Macdonald Windsor Hotel
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 £163 per night from 25 May to 26 May
£163
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
A lovely hotel in an amazing position on the Thames. Friendly and helpful staff.

Reviewed on 25 Apr 2026

Sir Christopher Wren Hotel
See all 532 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 £234, 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.