Old Windsor Vacations from $902
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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.
The Regency - Serviced Apartments
London City Centre
Save 100% on your flight
Price was $2,488, price is now $1,711 per person
$1,711
per person
Feb 14 - Feb 21
found 4 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
19.2/10 Exceptional! (35 reviews)
2 concerns -mold on top of the windows and ceiling of windows, this has no ventilation so no where for moisture to go
Bed is not a standard king - if you need a king
Very bright at night light in front of bed can not be turned off
The unit is spotless so I wasn’t sure how to note the mold situation in cleanliness
Communicated all items to owner
Communication is super strong but they have only said they appreciated the feedback
We are very easy going, other clients would have been upset
Reviewed on Nov 23, 2025
The Cadogan, A Belmond Hotel, London
London City Centre
Save 100% on your flight
Price was $2,327, price is now $1,628 per person
$1,628
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
19.6/10 Exceptional! (76 reviews)
I can not say enough good things about this hotel. From the attentiveness of the staff to the location, everything is always amazing. The Cadogan will always be our home away from home in London!
Reviewed on Nov 14, 2025
Cheval Thorney Court at Hyde Park
London City Centre
Save 100% on your flight
Price was $4,167, price is now $2,557 per person
$2,557
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
19.6/10 Exceptional! (35 reviews)
Great property and location with excellent service
Reviewed on Mar 23, 2025
Hotel Riu Plaza London Victoria
London City Centre
Save 100% on your flight
Price was $1,431, price is now $928 per person
$928
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
17.6/10 Exceptional! (3,010 reviews)
Clean room and good breakfast
Reviewed on Nov 25, 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
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
Copthorne Tara Hotel London Kensington
Scarsdale Place London England
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $127 total per night from Dec 7 to Dec 8
$127 total
Dec 7 - Dec 8
Total with taxes and fees
7.6/10 Good! (3,401 reviews)
Room was very clean and tidy, new clean towels every day and bottles of water.
Reviewed on Nov 22, 2025
Sofitel London Heathrow
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $199 total per night from Nov 28 to Nov 29
$199 total
Nov 28 - Nov 29
Total with taxes and fees
8.8/10 Excellent! (4,678 reviews)
Clean quiet room, excellent French restaurant
Reviewed on Nov 19, 2025
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $279 total per night from Nov 30 to Dec 1
$279 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,800 reviews)
Everything was good
Reviewed on Nov 23, 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
Windsor Castle Admission Tickets
$41
per adult
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
$65
per traveler
78% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
$94
per adult
80% of travellers recommend
Explore a world of travel with Expedia
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- Car rentals near Liquid Leisure
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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.