Old Windsor Vacations from $1,074
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Your Old Windsor Vacation
Say farewell to planning worries and hello to a Old Windsor vacation package. With the finer details organized before you take off, you can focus on discovering this city, starting with Brookwood, which is great for hiking, adventure sports and golfing. If sightseeing is part of the plan during your trip to Old Windsor, stop by leading attractions like Windsor Castle, LEGOLAND® Windsor and Frogmore House. Stop daydreaming and start adventuring. Explore the wide range of options on Expedia today and put your Old Windsor vacation plans into gear!
The Latest Old Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Three Falcons Hotel
City of Westminster
Save 100% on your flight
Price was $1,730, price is now $1,074 per person
$1,074
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (470 reviews)
Lovely place quiet and spotless bar very chilled indian food delicious very impressed
Reviewed on Feb 3, 2026
St Martins Lane London, a Morgans Originals hotel
London City Centre
Save 100% on your flight
Price was $1,744, price is now $1,198 per person
$1,198
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.4/10 Exceptional! (1,001 reviews)
Location excellent reception staff ok breakfast ok didn’t think there should be extra £10 charge for the breakfast menu. Rooms bit clinical in design but that’s personal taste.
Reviewed on Jan 25, 2026
Dao By Dorsett West London
Hammersmith and Fulham
Price was $1,730, price is now $1,240 per person
$1,240
per person
Apr 25 - Apr 30
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
8.6/10 Excellent! (361 reviews)
Very impressed with location and the cocktails in happy hour and the apartment.
Reviewed on Jan 31, 2026
1 Hotel Mayfair
London City Centre
Save 100% on your flight
Price was $4,810, price is now $3,455 per person
$3,455
per person
Apr 16 - Apr 22
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
Where to stay in Old Windsor
Find the best Old Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Old Windsor
Windsor City Centre
5/5(71 area reviews)
Tour the heart of a tranquil riverside city, home to a 1,000-year-old castle where Queen Elizabeth II likes to relax.
Old Windsor Hotel Deals
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $251 total per night from Feb 15 to Feb 16
$251 total
Feb 15 - Feb 16
Total with taxes and fees
9.2/10 Wonderful! (1,838 reviews)
Excellent
Reviewed on Jan 31, 2026
Sofitel London Heathrow
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $207 total per night from Feb 16 to Feb 17
$207 total
Feb 16 - Feb 17
Total with taxes and fees
8.8/10 Excellent! (4,915 reviews)
Staff were friendly and helpful and you cannot beat the location if you have an early flight from T5. I was only there for one night but would say that a major miss was that they did not have any plugs bedside. I don't want to have to get out of bed to access my devices.
Reviewed on Feb 3, 2026
Renaissance London Heathrow Hotel
Bath Road Hounslow England
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $122 total per night from Feb 8 to Feb 9
$122 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (2,567 reviews)
Convenient to the airport. Easy check-in. Clean room. Shuttle to the airport.
Reviewed on Jan 31, 2026
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.
Discover the most popular places to visit in Old Windsor
Windsor Great Park
Explore the lovely green spaces of Windsor Great Park and enjoy the golf courses in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Copper Horse
Find out about the history of Windsor when you spend time at Copper Horse. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Hands-on Art Studio
Enjoy an outing to Hands-on Art Studio during your stay in Windsor. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Things to do
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
$108
per adult
86% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
$119
per adult
80% of travellers recommend
Legoland® Windsor with Roundtrip Transportation
$106
per adult
74% of travellers recommend
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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.