Old Windsor Holidays
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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
The great bars and beautiful river views are top of the list for many visitors to Windsor City Centre. A stop by Windsor Royal Shopping Centre or Theatre Royal might round out your trip.
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.
Park
When in Park, you can plan a visit to Windsor Great Park and LEGOLAND® Windsor, some noteworthy sights in the nearby area.
Clewer East
While Clewer East isn't home to many top sights, Windsor Royal Shopping Centre and Windsor Racecourse are some notable places to visit nearby.
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.
Top hotels in Old Windsor
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
S$493
21 Sept - 22 Sept
includes taxes & fees
9.4/10 Exceptional! (1,892 reviews)
"Lovely stay at the royal garden hotel. Received a lovely surprise at check in & on entering the room. Received room upgrade & bottle of brut, birthday cake & fruit in room. Beds very comfortable. Would not have thought room was facing Kensington High Street."
Reviewed on 14 Sept, 2026
Princes Gardens
Watts Way London England
S$111
20 Sept - 21 Sept
includes taxes & fees
7.6/10 Good! (723 reviews)
"Breakfast area is far from Hotel."
Reviewed on 14 Sept, 2026
Bob W London Hyde Park
23 Leinster Gardens London England
S$205
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (495 reviews)
"Although the room was smaller than anticipated, it provided enough space for our two-night stay. The on-site coffee shop was a great amenity, though it was a bit inconvenient to find it closed on Sundays."
Reviewed on 14 Sept, 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 holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday 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 holiday, look at what kind of activities and day trips are available nearby.
Is it worth booking a holiday package to Old Windsor?
Old Windsor is a good holiday destination with attractions like Windsor Great Park among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, an Old Windsor holiday 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 customise your search by "Amenities," "Property type," "Traveller 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Old Windsor holiday as a package?
Expedia holiday 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 customised Old Windsor holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 holiday.
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 holiday 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
LEGOLAND® Windsor Resort Tickets
S$55
per traveller
74% of travellers recommend
Windsor Castle Admission Tickets
S$55
per adult
82% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.