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 €278 for one-way flights and €407 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, 3 Mar - Sat, 21 Mar
LGW
Gatwick
JFK
John F. Kennedy Intl.
€407 Return, found 1 day ago
€407
Return
found 1 day ago
Select Icelandair flight, departing Tue, 3 Mar from Gatwick to John F. Kennedy Intl., returning Sat, 21 Mar, priced at €407 found 1 day ago
Sun, 8 Mar - Mon, 23 Mar
LHR
Heathrow
JFK
John F. Kennedy Intl.
€411 Return, found 1 day ago
€411
Return
found 1 day ago
Select Icelandair flight, departing Sun, 8 Mar from Heathrow to John F. Kennedy Intl., returning Mon, 23 Mar, priced at €411 found 1 day ago
Tue, 10 Mar - Mon, 16 Mar
LHR
Heathrow
JFK
John F. Kennedy Intl.
€417 Return, found 2 days ago
€417
Return
found 2 days ago
Select American Airlines flight, departing Tue, 10 Mar from Heathrow to John F. Kennedy Intl., returning Mon, 16 Mar, priced at €417 found 2 days ago
Thu, 5 Mar - Fri, 20 Mar
LHR
Heathrow
JFK
John F. Kennedy Intl.
€432 Return, found 1 day ago
€432
Return
found 1 day ago
Select American Airlines flight, departing Thu, 5 Mar from Heathrow to John F. Kennedy Intl., returning Fri, 20 Mar, priced at €432 found 1 day ago
Wed, 18 Feb - Wed, 4 Mar
LGW
Gatwick
BKK
Suvarnabhumi Intl.
€440 Return, found 5 days ago
€440
Return
found 5 days ago
Select China Eastern Airlines flight, departing Wed, 18 Feb from Gatwick to Suvarnabhumi Intl., returning Wed, 4 Mar, priced at €440 found 5 days ago
Sat, 31 Jan - Wed, 4 Feb
LHR
Heathrow
EWR
Newark Liberty Intl. Airport
€440 Return, found 2 days ago
€440
Return
found 2 days ago
Select TAP Portugal flight, departing Sat, 31 Jan from Heathrow to Newark Liberty Intl. Airport, returning Wed, 4 Feb, priced at €440 found 2 days ago
Windsor and Maidenhead Flight Information
Origin airport IATA code
LHR
Return price
€365

Featured Hotels near Windsor and Maidenhead

Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street Windsor England
The price is €146 per night from 21 Dec to 22 Dec
€146
21 Dec - 22 Dec
includes taxes & fees
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! (1,004 reviews)
Our room was beautiful and a good size. The staff was helpful and accommodating. The location is in the center of town, steps from Windsor Castle.

Reviewed on 8 Dec 2025

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 €150 per night from 22 Dec to 23 Dec
€150
22 Dec - 23 Dec
includes taxes & fees
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! (1,006 reviews)
A very good choice for visiting Windsor!

Reviewed on 16 Dec 2025

Opens in a new windowSir Christopher Wren Hotel
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street Windsor England
The price is €154 per night from 21 Dec to 22 Dec
€154
21 Dec - 22 Dec
includes taxes & fees
Macdonald Windsor Hotel's great location gets high marks from our customers. 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.
8.6/10 Excellent! (1,000 reviews)
the hotel is wonderful the staff wonderful and room was ready and clean, great experience.

Reviewed on 15 Dec 2025

Opens in a new windowMacdonald Windsor Hotel
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The Olde Bell, BW Signature Collection

The Olde Bell, BW Signature Collection

3 out of 5
High Street Maidenhead England
The price is €61 per night from 4 Jan to 5 Jan
€61
4 Jan - 5 Jan 2026
includes taxes & fees
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! (413 reviews)
My go to place when I need to stay overnight in the area. Much better than staying at a hotel chain. This is an authentic English pub at its best. Had a great chat with the locals over a pint who are friendly. The breakfast was amazing. I would recommend thoroughly.

Reviewed on 4 Dec 2025

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

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire Windsor England
The price is €90 per night from 7 Jan to 8 Jan
€90
7 Jan - 8 Jan 2026
includes taxes & fees
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! (1,006 reviews)
Clearly they think about every detail - the rooms were very well thought through.

Reviewed on 13 Dec 2025

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 €110 per night from 1 Jan to 2 Jan
€110
1 Jan - 2 Jan 2026
includes taxes & fees
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! (822 reviews)
Good breakfast

Reviewed on 28 Nov 2025

Opens in a new windowMacdonald Berystede Hotel
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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

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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.