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 €325 for one-way flights and €448 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, 12 Nov - Tue, 25 Nov
LHR
Heathrow
DXB
Dubai Intl.
€448 Return, found 4 hours ago
€448
Return
found 4 hours ago
Select Gulf Air flight, departing Wed, 12 Nov from Heathrow to Dubai Intl., returning Tue, 25 Nov, priced at €448 found 4 hours ago
Thu, 23 Oct - Tue, 28 Oct
LHR
Heathrow
MNL
Ninoy Aquino Intl.
€535 Return, found 4 days ago
€535
Return
found 4 days ago
Select Air China flight, departing Thu, 23 Oct from Heathrow to Ninoy Aquino Intl., returning Tue, 28 Oct, priced at €535 found 4 days ago
Tue, 23 Dec - Sat, 27 Dec
LHR
Heathrow
EWR
Newark Liberty Intl. Airport
€565 Return, found 3 days ago
€565
Return
found 3 days ago
Select Scandinavian Airlines flight, departing Tue, 23 Dec from Heathrow to Newark Liberty Intl. Airport, returning Sat, 27 Dec, priced at €565 found 3 days ago
Sat, 15 Nov - Sun, 23 Nov
LHR
Heathrow
DXB
Dubai Intl.
€576 Return, found 4 hours ago
€576
Return
found 4 hours ago
Select British Airways flight, departing Sat, 15 Nov from Heathrow to Dubai Intl., returning Sun, 23 Nov, priced at €576 found 4 hours ago
Thu, 9 Oct - Mon, 13 Oct
LHR
Heathrow
JFK
John F. Kennedy Intl.
€578 Return, found 1 day ago
€578
Return
found 1 day ago
Select JetBlue Airways flight, departing Thu, 9 Oct from Heathrow to John F. Kennedy Intl., returning Mon, 13 Oct, priced at €578 found 1 day ago
Tue, 23 Dec - Sat, 27 Dec
LGW
Gatwick
EWR
Newark Liberty Intl. Airport
€778 Return, found 3 days ago
€778
Return
found 3 days ago
Select TAP Portugal flight, departing Tue, 23 Dec from Gatwick to Newark Liberty Intl. Airport, returning Sat, 27 Dec, priced at €778 found 3 days ago
Windsor and Maidenhead Flight Information
Origin airport IATA code
LHR
Return price
€337

Featured Hotels near Windsor and Maidenhead

Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
The price is €131 per night from 16 Oct to 17 Oct
€131
per night
16 Oct - 17 Oct
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! (1,013 reviews)
"Parking a little expensive"

Reviewed on 28 Sept 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 €178 per night from 13 Oct to 14 Oct
€178
per night
13 Oct - 14 Oct
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! (1,000 reviews)
"I have stayed in countless hotels over the years but The Sir Christopher Wren has to be one of the best . The location was perfect, all of the staff were friendly and helpful and the food both at breakfast and for evening meals was top quality. I can`t find a single thing I wasn`t happy with. Dave ..."

Reviewed on 21 Sept 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 €137 per night from 5 Oct to 6 Oct
€137
per night
5 Oct - 6 Oct
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! (1,011 reviews)
"Great location near pubs and restaurants. Very close to Windsor Castle."

Reviewed on 30 Sept 2025

Opens in a new windowMacdonald Windsor Hotel
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LEGOLAND Windsor Resort

LEGOLAND Windsor Resort

4 out of 5
LEGOLAND Windsor Resort, Windsor, England
During your stay at LEGOLAND Windsor Resort, you're just a quick walk from LEGOLAND® Windsor. Free breakfast, free WiFi in public areas and free self-parking are available.
8.2/10 Very Good! (182 reviews)
"Nice place to stay with the kids. Clean and tidy. Some of the staff seemed to avoid talking to visitors, so dining was chaotic."

Reviewed on 25 Sept 2025

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Opens in a new windowLEGOLAND Windsor Resort
De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
The price is €92 per night from 2 Nov to 3 Nov
€92
per night
2 Nov - 3 Nov
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.
7.8/10 Good! (1,013 reviews)
"we have stayed here before and returned again the surroundings are beautiful and the hotel is lovely . very clean and staff can’t do enough for you .Alex the manager was an absolute star as we had had an issue the night before he couldn’t so enough for us"

Reviewed on 19 Sept 2025

Opens in a new windowDe Vere Beaumont Estate
Harte and Garter

Harte and Garter

2 out of 5
31 High St, Windsor, England
The price is €93 per night from 13 Oct to 14 Oct
€93
per night
13 Oct - 14 Oct
During your stay at Harte and Garter, you're just a quick walk from Windsor Castle.
7.6/10 Good! (283 reviews)
"Bit Dated but Loved Location"

Reviewed on 30 Sept 2025

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.