Hotels by Conrad in Windsor from $86 per night

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Fast facts

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Number of hotels by Conrad in Windsor	2
Best price found	DoubleTree by Hilton Windsor Hotel and Suites, $121
Most popular hotel by Conrad	DoubleTree by Hilton Windsor Hotel and Suites, from $121
Highest-rated hotel by Conrad	Hampton Inn & Suites by Hilton Windsor, from $133
Average price	$120
Cheapest month	January

How to find the best Windsor hotel deals with Conrad

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 Conrad 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 Conrad room rates for any check-in date of the year.

Get a last-minute hotel deal in Windsor with Conrad

Although prices tend to go up 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 Conrad does this, it’s more likely it will happen in low season.

Find hotels in Windsor by Conrad 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 December is 29°F. The warmest month is typically July, which averages 79°F. The coolest month is January, with temperatures averaging 18°F. The rainiest month is June, and the driest month is January.

Can I cancel or amend my Conrad 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 Conrad deals in Windsor that offer this kind of flexibility when you search using Skyscanner.

Can I get a last-minute Windsor hotel deal with Conrad?

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 is possible that Conrad 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 Conrad on weekends?

It’s no secret that savvy travelers often avoid weekends to beat the crowd and inflated flight or train prices. When it comes to room rates for hotels by Conrad in Windsor, it looks like they're around $134 on Friday, Saturday and Sunday nights, compared to $133 during the week.

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

If you want to get the cheapest room, try booking a city hotel by Conrad on a Sunday – this is when prices trend the lowest.

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

We crunched all the pricing data we could find across the net, and it looks like the cheapest month to book a hotel by Conrad in Windsor is January, with an average price of $127 per night. The most expensive month is June, when the average room rate can rise to $148.

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

The lowest room rate for Conrad hotels in Windsor we found this upcoming weekend is the Hampton Inn & Suites by Hilton Windsor for $123. And for the weekend after that (January 3, 2026), it looks like the DoubleTree by Hilton Windsor Hotel and Suites has room rates as low as $119.