Old Windsor Vacations from ￥188,976
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Old Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Greenwich Pensioner
Canary Wharf
￥201,613
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
7.4/10 Good! (128 reviews)
For an overnight stay the Greenwich Pensioner is perfect. Very close to the O2, it's only a short trip on the 108. The staff couldn't be nicer.
The only downsides were the separate, communal bathroom and the fact that it is on the airport fly path, so peace and quiet is out.
Saying this, if you just want somewhere to sleep after a long day sightseeing this could just be the place for you.
Reviewed on Sep 5, 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
Eton
1 out of top 10 points of interest in this area
Explore this town’s enchanting high street for galleries and pubs. Learn about six centuries of the iconic college’s history and its famous alumni.
Windsor City Centre
1 out of top 10 points of interest in this area
The lively bars and stunning river views are top of the list for many visitors to Windsor City Centre. A stop by Windsor Royal Shopping Centre or Windsor Guildhall might round out your trip.
Park
If you're looking for some top things to see and do in Park and surrounding area, you can visit Windsor Great Park and LEGOLAND® Windsor.
Clewer East
Clewer East might not have many top sights, but Windsor Royal Shopping Centre and Windsor Guildhall are two attractions nearby that you can check out.
Clewer North
1 out of top 10 points of interest in this area
While visiting Clewer North, you might make a stop by sights like Windsor Racecourse and Thames Path.
Old Windsor Hotel Deals
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
￥53,252
￥63,902 total
Nov 8 - Nov 9
includes taxes & fees
9.4/10 Exceptional! (1,938 reviews)
"Excellent Hotel"
Reviewed on Oct 11, 2026
Bluedaws Private Hotel
Sussex Gardens London England
Fully refundableReserve now, pay when you stay
￥14,347
￥17,217 total
Nov 11 - Nov 12
includes taxes & fees
8.6/10 Excellent! (135 reviews)
"Very friendly, helpful, welcoming staff, great location, clean room, what else did we need!"
Reviewed on Oct 10, 2026
Copthorne Tara Hotel London Kensington
Scarsdale Place London England
￥14,142
￥16,971 total
Oct 18 - Oct 19
includes taxes & fees
7.8/10 Good! (3,785 reviews)
"Great location, however I didn’t enjoy the breakfast."
Reviewed on Oct 11, 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.
Frequently asked questions
How much does an Old Windsor vacation package cost?
You can grab a vacation package to this popular destination from ￥188,976 on Expedia. But how much your vacation to Old Windsor costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Old Windsor?
You can generally find lower rates and greater availability in February, April and November. Explore our cheap Old Windsor vacation packages and you could land some excellent off-season deals.
How many days is enough for Old Windsor?
You can see all the leading sights in Old Windsor in a few days, including the must-see Hands-on Art Studio. If you're looking for an extended Old Windsor vacation, look at what kind of activities and day trips are available nearby.
Is it worth booking a vacation package to Old Windsor?
Old Windsor is a good vacation destination with attractions like Windsor Great Park among the many things to keep you busy. Whether you're traveling with the family or getting away with friends, an Old Windsor vacation promises fun for everyone.
How to find the best Old Windsor package deals?
Landing a cheap Old Windsor package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Old Windsor package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Old Windsor vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Old Windsor vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Old Windsor?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Old Windsor vacation.
How to plan a trip to Old Windsor?
- Choose your travel dates: The things you want to do in Old Windsor and your preferred season will help you decide when to get away.
- Set a budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Old Windsor. Then, select a property that matches your budget, whether that's a wallet-friendly stay or a high-end getaway.
- Decide how long to go for: Now that you're up to speed on Old Windsor, you can work out the right length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Old Windsor vacation package that brings all your bookings together.
Stay near popular Old Windsor attractions
Windsor Great Park
9.4/10 (152 reviews)
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 top-notch restaurants while you're in the area.
Things to do
Windsor Castle Admission Tickets
￥6,724
per adult
82% of travellers recommend
LEGOLAND® Windsor Resort Tickets
￥6,724
per traveler
74% of travellers recommend
Stonehenge, Windsor Castle and Bath, Day Guided Tour from London
￥16,600
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.