Old Windsor Vacations from $919
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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 Drey
London City Centre
Price was $1,288, price is now $919 per person
$919
per person
Mar 27 - Apr 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
No reviews
It’s was very clean and beautiful room close to the train station and wonderful safe area. The staff are always there ready to help and very polite. Will be staying there again
Reviewed on Feb 4, 2026
Hotel Riu Plaza London Victoria
London City Centre
Save 100% on your flight
Price was $2,030, price is now $1,395 per person
$1,395
per person
Mar 27 - Apr 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Staff was very friendly, room was clean and we had a great stay.
Reviewed on Feb 7, 2026
Corinthia London
London City Centre
Save 100% on your flight
Price was $4,906, price is now $3,550 per person
$3,550
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.8/10 Exceptional! (1,002 reviews)
Top notch experience -friendly & helpful staff, excellent amenities, spacious room, and great location.
Reviewed on Jan 30, 2026
The Langham, London
London City Centre
Save 100% on your flight
Price was $3,285, price is now $2,429 per person
$2,429
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (1,002 reviews)
The staff, the rooms are all first class! The spa is amazing. Very clean
Reviewed on Jan 19, 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
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
$208 nightly
The price is $250 total per night from Feb 15 to Feb 16
$250 total
Feb 15 - Feb 16
Total with taxes and fees
9.2/10 Wonderful! (1,838 reviews)
Excellent
Reviewed on Jan 31, 2026
Sofitel London Heathrow
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $206 total per night from Feb 23 to Feb 24
$206 total
Feb 23 - Feb 24
Total with taxes and fees
8.8/10 Excellent! (4,921 reviews)
The hotel was an excellent choice for the stay before our morning flight. Would stay again.
Reviewed on Feb 6, 2026
Hotel Riu Plaza London Victoria
1 Neathouse Place London England
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $180 total per night from Feb 12 to Feb 13
$180 total
Feb 12 - Feb 13
Total with taxes and fees
8.8/10 Excellent! (3,292 reviews)
Clean
Reviewed on Feb 6, 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 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
$72
per traveler
78% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
$108
per adult
86% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
$119
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.