Old Windsor Vacations from $934
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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.
Vertus Edit Canary Wharf
Canary Wharf
Price was $1,390, price is now $934 per person
$934
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
18.4/10 Exceptional! (479 reviews)
Our room was spotless and lovely, set in a peaceful area. The staff were so helpful and friendly—it really made our stay special. Highly recommend this hotel!
Reviewed on Nov 20, 2025
The Roseate Reading
Reading City Centre
Price was $4,296, price is now $2,463 per person
$2,463
per person
Jan 13 - Jan 17
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to London (LHR)
18/10 Exceptional! (660 reviews)
12 steps to get up to the main floor. With heavy luggage that was difficult. Rooms are nice but since the windows are single pane not very quiet. Lots of street noise.
Reviewed on Oct 17, 2025
The Carlyle - Elegant Serviced Apartments
London City Centre
Price was $4,931, price is now $2,869 per person
$2,869
per person
Jan 13 - Jan 17
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to London (LHR)
19.2/10 Exceptional! (61 reviews)
Lovely location close to the underground and great pubs and restaurants. This is not a complaint but the ironing bored was broken and the toilet brush in the main bathroom.we would love to stay again for week next time. So if you could send me prices for that please it would be much appreciated.
Reviewed on Nov 11, 2025
The Exhibitionist Hotel
London City Centre
Price was $4,288, price is now $2,549 per person
$2,549
per person
Jan 13 - Jan 17
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to London (LHR)
18/10 Exceptional! (1,001 reviews)
Reception staff very super friendly and helpful. Thanks for a fun stay!
Reviewed on Nov 20, 2025
Middle Eight - Covent Garden - Preferred Hotels and Resorts
London City Centre
Save 100% on your flight
Price was $1,660, price is now $1,134 per person
$1,134
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
18.8/10 Exceptional! (1,450 reviews)
Beautiful hotel with attentive and helpful staff. We loved our stay and would definitely stay again!
Reviewed on Nov 20, 2025
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
1 out of top 10 points of interest in this area
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
$251 nightly
The price is $301 total per night from Nov 24 to Nov 25
$301 total
Nov 24 - Nov 25
Total with taxes and fees
9.2/10 Wonderful! (1,792 reviews)
Excellent hotel, great location
Reviewed on Nov 18, 2025
Radisson Blu Hotel, London South Kensington
68-86 Cromwell Road London England
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $203 total per night from Nov 23 to Nov 24
$203 total
Nov 23 - Nov 24
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
Location is excellent. Near museums and restaurants. Rooms clean but seem a bit dated. Bathroom clean but tired looking. Hotel workers very nice and polite
Reviewed on Nov 14, 2025
Sofitel London Heathrow
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $198 total per night from Dec 14 to Dec 15
$198 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (4,678 reviews)
Clean quiet room, excellent French restaurant
Reviewed on Nov 19, 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.
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 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.
Copper Horse
Find out about the history of Windsor when you spend time at Copper Horse. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
Day trip to Windsor, Oxford & Stonehenge from London
$95
per adult
80% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
$119
per adult
86% of travellers recommend
Extended Visit to Windsor Castle & Stonehenge with Free Snack Pack
$107
per adult
88% 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.