Old Windsor Vacations from $1,056
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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.
Cleveland Residences Russell Square
London City Centre
Save 100% on your flight
Price was $1,596, price is now $1,056 per person
$1,056
per person
Feb 9 - Feb 16
found 6 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
18.8/10 Exceptional! (113 reviews)
I am not big on apartment hotels, but I must say I was pleasantly surprised with this property. The space in the room was great; the cleanliness of the room and the entire property was excellent. It was conveniently located near the Russel Square station that allowed us to get all our sighting seeing spots very easily. I would definitely stay here again if in the area. I had to make additional arrangements, and the customer service and response was above and beyond. We are very happy with our stay.
Reviewed on Oct 29, 2025
Fairmont Windsor Park
Price was $2,848, price is now $1,388 per person
$1,388
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
18.8/10 Exceptional! (220 reviews)
Spa and gym facilities are great! Inconsistent experience with the service
General conditions of property is average, the room needed more care. Not a great value for money
Reviewed on Nov 16, 2025
The Cadogan, A Belmond Hotel, London
London City Centre
Save 100% on your flight
Price was $4,702, price is now $2,840 per person
$2,840
per person
Feb 9 - Feb 16
found 6 hours ago
Roundtrip flight included
New York (JFK) 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
Chelsea - Sloane Avenue apartments by Viridian Apartments
London City Centre
Save 100% on your flight
Price was $2,445, price is now $1,644 per person
$1,644
per person
Feb 9 - Feb 16
found 6 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
19.2/10 Exceptional! (7 reviews)
Great apartment with modern, clean facilities in an excellent location. Everything was well maintained. Just be mindful that there are about 50 stairs up to the apartment and an additional 13 inside, Overall, a fantastic stay!
Reviewed on Nov 24, 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
$101 nightly
The price is $121 total per night from Dec 7 to Dec 8
$121 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 Dec 15 to Dec 16
$199 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (4,705 reviews)
Very convenient and clean!
Reviewed on Nov 25, 2025
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $266 total per night from Nov 30 to Dec 1
$266 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
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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.