
Windsor and Maidenhead Vacations & Trips from $918
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The Latest Windsor and Maidenhead Vacation Packages
Price found within the past 48 hours. Click for updated prices.



Park Lane Apartments - Shaw House
London City Centre
Save 100% on your flight
Price was $5,864, price is now $3,812 per person
$3,812
per person
Mar 20 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8/10 Very Good! (8 reviews)
We had a wonderful stay at Park Lane. Manager Jeremiah was absolutely lovely, and every extra request we made was handled quickly with very fast responses. Excellent service throughout — thank you!
Reviewed on Jan 21, 2026

1 Hotel Mayfair
London City Centre
Save 100% on your flight
Price was $3,184, price is now $2,192 per person
$2,192
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (319 reviews)
Staff anticipated our every need. Beautiful hotel. Nice bar. Great location
Reviewed on Jan 27, 2026

Hotel Riu Plaza London Victoria
London City Centre
Save 100% on your flight
Price was $2,917, price is now $1,727 per person
$1,727
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Clean room, friendly staff, nice breakfast buffet, and excellent location.
Reviewed on Jan 27, 2026
Find the Best Windsor and Maidenhead Vacation Packages
Windsor and Maidenhead Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Closest Airport | Heathrow Airport (LHR) |
Windsor and Maidenhead Hotel Deals

Sir Christopher Wren Hotel
Thames Street Windsor England
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $208 total per night from Feb 6 to Feb 7
$208 total
Feb 6 - Feb 7
Total with taxes and fees
8.8/10 Excellent! (1,012 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 Jan 20, 2026

Castle Hotel Windsor
18 High Street Windsor England
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $157 total per night from Feb 19 to Feb 20
$157 total
Feb 19 - Feb 20
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Great location, friendly staff, was there during remodel so some things (restaurant/bar) were closed)
Reviewed on Jan 17, 2026

Macdonald Berystede Hotel
Bagshot Road, Sunninghill Ascot England
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $114 total per night from Feb 1 to Feb 2
$114 total
Feb 1 - Feb 2
Total with taxes and fees
7.8/10 Good! (842 reviews)
Great hotel would recommend
Reviewed on Dec 31, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















