Windsor and Maidenhead Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Windsor and Maidenhead Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Dao By Dorsett West London
Hammersmith and Fulham
£435
per person
30 Nov - 4 Dec
just found
Return flight included
Edinburgh (EDI) to London (LHR)
8.4/10 Very good! (432 reviews)
Check in trainee staff member not helpful and quite rude. Room advised had Smart TV but it doesn't. Bed and amenities were good.
Reviewed on 17 Sept 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
Burfield Road, Berkshire Windsor England
Fully refundableReserve now, pay when you stay
£98
4 Oct - 5 Oct
includes taxes & fees
Sir Christopher Wren Hotel
Thames Street Windsor England
Fully refundableReserve now, pay when you stay
£154
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"A wonderful staffing, completely understanding of anything you needed and took care of it right away"
Reviewed on 20 Sept 2026
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort Windsor England
Fully refundableReserve now, pay when you stay
£104
21 Sept - 22 Sept
includes taxes & fees
8.2/10 Very good! (287 reviews)
"The room was small. In the sense that it is a children place, it should have been a little bit more space in the rooms. We stayed at the woodland village and got the room at the very end of the “village”. With three small kids it was too much walk. Also make sure before you arrive in which area you ..."
Reviewed on 12 Sept 2026
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 travel package cost?
Our Windsor and Maidenhead travel packages, which begin from just £150, 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.
