Old Windsor Vacations from $873
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Photo by Tristan Young
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.
Staines Riverside by Charles Hope
Price was $1,264, price is now $873 per person
$873
per person
Feb 26 - Mar 4
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
7.6/10 Good! (13 reviews)
Lovely apartment, only downfalls was the floor was dirty and hadn’t been cleaned, one of the beds sheets had staines of some sort. Beds were uncomfortable and the parking opposite only allows you to book until 12 midnight, you then have to wake up at 6am to pay again as there’s no option to pay for 24hrs obviously this has nothing to do with the owners but something to be aware when booking.
Reviewed on Dec 1, 2024
The Cadogan, A Belmond Hotel, London
London City Centre
Save 100% on your flight
Price was $4,194, price is now $2,493 per person
$2,493
per person
Mar 2 - Mar 8
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
9.8/10 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
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
Renaissance London Heathrow Hotel
Bath Road Hounslow England
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $120 total per night from Jan 1 to Jan 2
$120 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (2,542 reviews)
Breakfast was perfect. Staff very pleasant
Reviewed on Dec 15, 2025
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $252 total per night from Jan 5 to Jan 6
$252 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,807 reviews)
The staff is exceptional!
Reviewed on Dec 21, 2025
Radisson Blu Hotel, London South Kensington
68-86 Cromwell Road London England
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $163 total per night from Jan 11 to Jan 12
$163 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
The hotel areas were nice, but the rooms need an update...paint, carpets and grout. The staff was WONDERFUL, and breakfast was awesome. Good location
Reviewed on Dec 17, 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 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
LEGOLAND® Windsor Resort Tickets
$65
per traveler
78% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
$107
per adult
86% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
$118
per adult
80% of travellers recommend
Explore a world of travel with Expedia
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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.