Hotels by Hilton in Windsor

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Best price found	DoubleTree by Hilton Windsor Hotel and Suites, R 2,243
Most popular hotel by Hilton	DoubleTree by Hilton Windsor Hotel and Suites, from R 2,243
Highest rated hotel by Hilton	DoubleTree by Hilton Windsor Hotel and Suites, from R 2,243

How to find the best Windsor hotel deals with Hilton

We’ve searched trusted travel sites like Expedia and Booking.com, and pulled every price we found into one easy place. So now you can use the same technology that powers our famous flight search to compare Hilton rates in Windsor in seconds. Here are some tips to help you get the most out of your hotel search.

Flexible on location?

Use our Windsor map view to find the easiest location, or lowest Hilton room rates for any check-in date of the year.

Get a last-minute hotel deal in Windsor with Hilton

Although prices tend to rise the closer it gets to the date of your stay, sometimes hotels drop their rates a day or two before check-in to fill an otherwise empty room. If Hilton do this, it’s more likely it will happen in low season.

Find hotels in Windsor by Hilton with free cancellation

Still deciding between a few different options? Many hotels offer flexible booking options or free cancellation, so you can book a hotel you have your eye on in order to lock in a low price, and cancel later down the line if you need to.

Finding your ideal Windsor hotel by Hilton: FAQs

What’s the weather like in Windsor?

In Windsor, the expected average temperature in July is 22°C. The warmest month is typically July, which averages 26°C. The coolest month is January, with temperatures averaging -8°C. The rainiest month is June, and the driest month is January.

Can I cancel or amend my Hilton reservation last minute if I need to?

Lots of hotels offer amendable booking options or free cancellation within a certain time frame leading up to your stay. You might find Hilton deals in Windsor that offer this kind of flexibility when you search using Skyscanner.

Can I get a last minute Windsor hotel deal with Hilton?

Yes – a lot of larger hotels reduce their room rates if there are still plenty of rooms left in order to sell them. Willing to take the gamble? It could be possible that Hilton rates in Windsor will decrease a little in the days leading up to your trip.

Is it more expensive to stay in Windsor hotels by Hilton on weekends?

It’s no secret that savvy travellers often avoid weekends to beat the crowds and inflated flight or train prices. When it comes to rooms rates for hotels by Hilton in Windsor, it looks they're around R 2,463 on Friday, Saturday and Sunday nights, compared to R 2,369 during the week.

Which day of the week can I get the best deal on?

If you want to bag the cheapest room, try booking a city hotel by Hilton on a Monday - this is when prices trend the lowest.

When is the best time to book a hotel in Windsor by Hilton?

We crunched all the pricing data we could find across the net, and it looks like the cheapest month to book a hotel by Hilton in Windsor is July, with an average price of R 2,155 per night. The most expensive month is April, when the average room rate can rise to R 2,657.

What are the prices like for Windsor hotels by Hilton this weekend?

The lowest room rate for Hilton hotels in Windsor we found this upcoming weekend is the DoubleTree by Hilton Windsor Hotel and Suites for R 2,278. And for the weekend after that (1 August 2026), it looks like the DoubleTree by Hilton Windsor Hotel and Suites has room rates as low as R 3,576.