The Best Windsor Luxury Hotels - Upscale Hotels in Windsor

Check availability on Windsor Luxury Hotels

Pick from 12 Windsor Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Popular luxurious hotels

Most upscale stays in Windsor in 2024

Frequently asked questions

Are you looking for a luxury hotel for your stay in Windsor?

Expedia can help you arrange a flight to Windsor, ON (YQG) airport or Detroit, MI (DET-Coleman A. Young Municipal) airport, and then you can select from various places to stay that will deliver the luxury you’d like to find. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you need to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Windsor offers. During your visit, you might want to enjoy the great views and casinos which Windsor is known for.

What's the best luxury accommodation in Windsor?

Caesars Windsor is a 4-star hotel with 6 restaurants and 2 bars, and it’s a popular choice for Expedia travelers looking for a pampering stay.

How many luxury hotels should I expect to find in Windsor?

Lie in the lap of luxury during your getaway to Windsor in one of Expedia’s 10 luxury hotels.

What's the best time to vacation in Windsor?

Planning for the weather is an important factor for making your trip to Windsor a success, especially when you’re splurging. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Windsor is 39 inches.

What's there to see and do in Windsor?

When you’re in Windsor, enjoy exploring the sights and attractions here including Detroit Windsor Tunnel, Caesars Windsor, and Caesars Casino. If you have some spare time during your trip, you might want to check out Adventure Bay Family Water Park and Willistead Manor.

How can I get around Windsor?

It’s easier to get around town in style when you know your options. To venture out into the surrounding area, hop aboard a train at Windsor Station.

Recent reviews of Windsor hotels

Howard Johnson Plaza Hotel by Wyndham Windsor

5/5 Excellent

"Under renovations, so it was a bit messy. But worth it, as the hotel is improving. "

A verified traveler stayed at Howard Johnson Plaza Hotel by Wyndham Windsor

Posted 21 hours ago

5/5 Excellent

"Checkin staff was excellent and very accommodating even upgrading us from a queen bed to a king which was very much appreciated after a 10 hour drive to Windsor. The breakfast consisted of pancakes, cereal, toast or bagels. There was also some fruit and yogurt. There was quite a bit of light coming in the top of the curtains as the parking lot lights were always on and some cars raced down the street loudly, but overall a good place to stay plus a reasonable price. "

A verified traveler stayed at Super 8 by Wyndham Windsor/Dougall

Posted 5 days ago