Cheap flights from Windsor and Maidenhead

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Cheap round-trip flights from Windsor and Maidenhead

The lowest prices found within the past 7 days from Windsor and Maidenhead to were €259 for one-way flights and €417 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, 25 Feb - Wed, 18 Mar
LHR
Heathrow
DXB
Dubai Intl.
€417 Return, found 7 hours ago
€417
Return
found 7 hours ago
Select Air France flight, departing Wed, 25 Feb from Heathrow to Dubai Intl., returning Wed, 18 Mar, priced at €417 found 7 hours ago
Wed, 15 Apr - Sun, 26 Apr
LHR
Heathrow
BKK
Suvarnabhumi Intl.
€479 Return, found 6 days ago
€479
Return
found 6 days ago
Select Hainan Airlines flight, departing Wed, 15 Apr from Heathrow to Suvarnabhumi Intl., returning Sun, 26 Apr, priced at €479 found 6 days ago
Fri, 6 Feb - Sun, 15 Feb
LGW
Gatwick
DXB
Dubai Intl.
€572 Return, found 3 days ago
€572
Return
found 3 days ago
Select Azerbaijan Airlines flight, departing Fri, 6 Feb from Gatwick to Dubai Intl., returning Sun, 15 Feb, priced at €572 found 3 days ago
Mon, 9 Feb - Tue, 10 Mar
LHR
Heathrow
MNL
Ninoy Aquino Intl.
€572 Return, found 3 days ago
€572
Return
found 3 days ago
Select Air China flight, departing Mon, 9 Feb from Heathrow to Ninoy Aquino Intl., returning Tue, 10 Mar, priced at €572 found 3 days ago
Thu, 8 Oct - Wed, 14 Oct
LGW
Gatwick
BKK
Suvarnabhumi Intl.
€653 Return, found 14 hours ago
€653
Return
found 14 hours ago
Select British Airways flight, departing Thu, 8 Oct from Gatwick to Suvarnabhumi Intl., returning Wed, 14 Oct, priced at €653 found 14 hours ago
Wed, 8 Apr - Wed, 22 Apr
LGW
Gatwick
SYD
Kingsford Smith Intl.
€765 Return, found 13 hours ago
€765
Return
found 13 hours ago
Select China Eastern Airlines flight, departing Wed, 8 Apr from Gatwick to Kingsford Smith Intl., returning Wed, 22 Apr, priced at €765 found 13 hours ago
Windsor and Maidenhead Flight Information
Origin airport IATA code
LHR
Return price
€479

Featured Hotels near Windsor and Maidenhead

Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street Windsor England
The price is €130 per night from 19 Feb to 20 Feb
€130
per night
19 Feb - 20 Feb
Our customers tell us that they can't get enough of the breakfast at Castle Hotel Windsor. During your stay, you're just a quick walk from Windsor Castle. Features include free WiFi in public areas, plus a restaurant and a bar.
9/10 Wonderful! (1,000 reviews)
Great location, friendly staff, was there during remodel so some things (restaurant/bar) were closed)

Reviewed on 17 Jan 2026

Opens in a new windowCastle Hotel Windsor
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street Windsor England
The price is €173 per night from 15 Feb to 16 Feb
€173
per night
15 Feb - 16 Feb
The free breakfast at Sir Christopher Wren Hotel gets high marks from our customers. During your stay, you're just a quick walk from Thames River. Enjoy features like free WiFi in public areas, plus a restaurant and a gym.
8.8/10 Excellent! (1,011 reviews)
The only downside to the hotel is the lack of parking. Whilst you can pre-book reserved parking at the railway station it's a 5 minute walk away, so not ideal with luggage, particularly if it's raining. However, that won't put me off staying again as everything else about it is wonderful! Our room, ...

Reviewed on 20 Jan 2026

Opens in a new windowSir Christopher Wren Hotel
The Olde Bell, BW Signature Collection

The Olde Bell, BW Signature Collection

3 out of 5
High Street Maidenhead England
The price is €72 per night from 29 Jan to 30 Jan
€72
per night
29 Jan - 30 Jan
Our customers tell us that they can't get enough of the helpful staff at The Olde Bell, BW Signature Collection. During your stay, you're just a quick walk from Thames River. Free WiFi in public areas, free self-parking and a restaurant are available. This property offers pet-friendly amenities, such as food and water bowls.
8.2/10 Very Good! (424 reviews)
Had a great stay at the Olde Bell. The room was clean and full of character. Staff excellent. One thing I would suggest is better quality pillows, they were not great, but the bed was good. The restaurant was really good. Breakfast in the morning was good value

Reviewed on 5 Jan 2026

Opens in a new windowThe Olde Bell, BW Signature Collection
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De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire Windsor England
The price is €123 per night from 15 Feb to 16 Feb
€123
per night
15 Feb - 16 Feb
Our customers tell us that they can't get enough of the helpful staff at De Vere Beaumont Estate. During your stay, you're just a quick walk from Thames River. Free WiFi in public areas, free self-parking and 2 restaurants are available. This property offers pet-friendly amenities, such as food and water bowls.
8/10 Very Good! (1,003 reviews)
Nice clean room but small! Staff all helpful

Reviewed on 26 Jan 2026

Opens in a new windowDe Vere Beaumont Estate
Macdonald Berystede Hotel

Macdonald Berystede Hotel

4 out of 5
Bagshot Road, Sunninghill Ascot England
The price is €93 per night from 1 Feb to 2 Feb
€93
per night
1 Feb - 2 Feb
Our customers tell us that they can't get enough of the helpful staff at Macdonald Berystede Hotel. During your stay, you'll be close to LEGOLAND® Windsor. Enjoy features like free WiFi in public areas and free self-parking, plus a full-service spa.
7.8/10 Good! (842 reviews)
Great hotel would recommend

Reviewed on 31 Dec 2025

Opens in a new windowMacdonald Berystede Hotel
Harte and Garter

Harte and Garter

2 out of 5
31 High St Windsor England
The price is €71 per night from 22 Feb to 23 Feb
€71
per night
22 Feb - 23 Feb
During your stay at Harte and Garter, you're just a quick walk from Windsor Castle.
7.6/10 Good! (345 reviews)
Nice and clean. Friendly check-in. Only thing on the night was that the main radiator wasnt working and the replacement heater didn't warm the room on a cold evening.

Reviewed on 7 Jan 2026

Opens in a new windowHarte and Garter
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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.

More to explore for Windsor and Maidenhead

Flights from Cities near Windsor and Maidenhead

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Windsor and Maidenhead Airports

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Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.