Old Windsor Vacations from $778
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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.
THE KNIGHT OF NOTTINGHILL
Notting Hill
Price was $1,054, price is now $778 per person
$778
per person
Jan 27 - Jan 30
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9/10 Wonderful! (28 reviews)
I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!
Reviewed on Sep 10, 2024
Park Lane Apartments - Shaw House
London City Centre
Price was $1,564, price is now $1,124 per person
$1,124
per person
Jan 23 - Jan 26
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
16/10 Exceptional! (8 reviews)
Lots of room, safe, and close enough to walk to Hyde park, Buckingham palace, West End and other attractions.
Reviewed on Apr 3, 2024
The Cadogan, A Belmond Hotel, London
London City Centre
Save 100% on your flight
Price was $2,332, price is now $1,687 per person
$1,687
per person
Feb 12 - Feb 15
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to London (LHR)
9.8/10 Exceptional! (74 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
The Other House South Kensington
London City Centre
Price was $1,305, price is now $960 per person
$960
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.4/10 Exceptional! (246 reviews)
friendly efficient staff; well presented and equipped room, no noise in or around the room and hotel giving a relaxed experience
Reviewed on Nov 11, 2025
1 Hotel Mayfair
London City Centre
Save 100% on your flight
Price was $3,995, price is now $2,955 per person
$2,955
per person
Dec 26 - Dec 30
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
19.2/10 Exceptional! (319 reviews)
Great hotel and location! Rooms are great for family!
Reviewed on Nov 9, 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
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $354 total per night from Dec 14 to Dec 15
$354 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (1,777 reviews)
The staff, service & food were excellent. Unfortunately the standard room was very small. We should have booked a larger one. Couldn’t even get the in room dining trolley inside & only one chair. Poor really.
Reviewed on Nov 10, 2025
Radisson Blu Hotel, London South Kensington
68-86 Cromwell Road London England
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $190 total per night from Dec 14 to Dec 15
$190 total
Dec 14 - Dec 15
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
Location is excellent. Near museums and restaurants. Rooms clean but seem a bit dated. Bathroom clean but tired looking. Hotel workers very nice and polite
Reviewed on Nov 14, 2025
Sofitel London Heathrow
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $212 total per night from Dec 1 to Dec 2
$212 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (4,668 reviews)
Great location, walkable to T5. Quick check in and a good sized room.
Reviewed on Nov 15, 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
Day trip to Windsor, Oxford & Stonehenge from London
$95
per adult
80% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
$119
per adult
86% of travellers recommend
Extended Visit to Windsor Castle & Stonehenge with Free Snack Pack
$107
per adult
88% 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.