Windsor and Maidenhead Holidays from AU$2,798

Book a Hotel + Flight or Car together to unlock savings

Photo by Sasa Nikolic

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 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

    Plan, book, and manage your trip all in one place

The Latest Windsor and Maidenhead Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hyde Park Radnor Hotel

Hyde Park Radnor Hotel

3 out of 5
London City Centre
Price was AU$3,781, price is now AU$2,798 per person
AU$2,798
per person
19 Mar - 26 Mar
found 8 hours ago
Return direct flight included
Adelaide (ADL) to London (LHR)
8.2/10 Very Good! (861 reviews)
Lovely staff, very convenient location and a good breakfast

Reviewed on 1 Jan 2026

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Save 100% on your flight
Price was AU$7,593, price is now AU$5,226 per person
AU$5,226
per person
19 Mar - 26 Mar
found 8 hours ago
Return direct flight included
Adelaide (ADL) to London (LHR)
9.6/10 Exceptional! (319 reviews)
Very posh and ultra clean. Feels like home

Reviewed on 7 Jan 2026

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was AU$4,771, price is now AU$3,298 per person
AU$3,298
per person
19 Mar - 26 Mar
found 8 hours ago
Return direct flight included
Adelaide (ADL) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
The room was spotless and all the staff very kind and helpful. Lovely stay and especially grateful as card and gift was left as an 18th birthday present. Thank-you

Reviewed on 7 Jan 2026

One Bed Serviced Apartment in Chelsea

One Bed Serviced Apartment in Chelsea

3 out of 5
London City Centre
Price was AU$4,893, price is now AU$3,556 per person
AU$3,556
per person
19 Mar - 26 Mar
found 8 hours ago
Return direct flight included
Adelaide (ADL) to London (LHR)
6/10 (1 review)
Page8, Page Hotels

Page8, Page Hotels

4.5 out of 5
London City Centre
Price was AU$4,694, price is now AU$3,487 per person
AU$3,487
per person
19 Mar - 26 Mar
found 8 hours ago
Return direct flight included
Adelaide (ADL) to London (LHR)
9.6/10 Exceptional! (1,465 reviews)
Location, staff and rooms

Reviewed on 31 Dec 2025

Windsor and Maidenhead Essential Information

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

Our pick of the best Windsor and Maidenhead Hotel Deals

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 AU$161 per night from 18 Jan to 19 Jan
AU$161
18 Jan - 19 Jan
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Really nice Buffett dinner good quality and fresh. Nice size family room. Easy checkout

Reviewed on 26 Dec 2025

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 AU$278 per night from 16 Jan to 17 Jan
AU$278
16 Jan - 17 Jan
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Room was lovely fully met our needs location is perfect anf staff were very friebdly ajd accommodating. We didnt use the resturant for evening meal however breakfast was one of the best weve had away

Reviewed on 4 Jan 2026

Sir Christopher Wren Hotel
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 AU$249 per night from 27 Jan to 28 Jan
AU$249
27 Jan - 28 Jan
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The Warmth.....

Reviewed on 5 Jan 2026

Castle Hotel Windsor
See all 533 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 AU$2,798. 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.