Old Windsor Vacations from $1,029
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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.
Reem Hotel
London City Centre
Price was $1,380, price is now $1,029 per person
$1,029
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
9/10 Wonderful! (64 reviews)
Staff v courteous and friendly. Just a bit disappointed as we didn’t get the room I booked but otherwise v good location, v clean and v good pricing.
Reviewed on Feb 22, 2026
Cleveland Residences Bloomsbury
London City Centre
Save 100% on your flight
Price was $2,238, price is now $1,590 per person
$1,590
per person
May 7 - May 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
9.6/10 Exceptional! (97 reviews)
The room was newly renovated and very clean. There are no staff on-site, but communicating with the concierge was easy.
Reviewed on Jan 23, 2026
Hotel Riu Plaza London Victoria
London City Centre
Save 100% on your flight
Price was $1,721, price is now $1,088 per person
$1,088
per person
May 19 - May 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Room was spotless and all staff friendly
Reviewed on Feb 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
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
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $248 total per night from Mar 8 to Mar 9
$248 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (1,839 reviews)
The room was ideal , spotlessly clean and nice and quiet . The piano bar was great and breakfast was superb. All the staff were friendly and courteous we will definitely return here on our next visit to London
Reviewed on Mar 1, 2026
The Drey
1 Barkston Gardens London England
Fully refundable
$106 nightly
The price is $127 total per night from Mar 2 to Mar 3
$127 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (105 reviews)
Loved the customer service as it was exceptional.
Reviewed on Feb 28, 2026
Sofitel London Heathrow
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $243 total per night from Apr 1 to Apr 2
$243 total
Apr 1 - Apr 2
Total with taxes and fees
8.8/10 Excellent! (4,948 reviews)
Great room! Convenient stay.
Reviewed on Mar 1, 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 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.
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 top-notch restaurants while you're in the area.
Things to do
LEGOLAND® Windsor Resort Tickets
$43
per traveler
78% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
$108
per adult
86% of travellers recommend
Legoland® Windsor with Roundtrip Transportation
$107
per adult
74% 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.