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The Top 10 Hotels in Windsor, Ontario, for a Relaxing Time

The perk of being a writer is that I get to go to visit lots of cities and stay in awesome (and meh) places. I’ve stayed in my fair share of hotels all over Ontario, so I think it’s safe to say that I’m an expert when it comes to finding a home away from home.

And when in Windsor, it’s not so easy to find the perfect place to stay because every hotel provides different facilities and amenities. But don’t worry! I’ve been holding on to my list of hotels that are all about convenience and comfort.

Here are my favourite hotels in Windsor, from budget-friendly to luxury hotels, that will give every kind of guest a relaxing stay!

Caesars Windsor

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Address: 377 Riverside Drive East
Contact: 800-991-7777
Check-in & Checkout Times: 4 pm & 11 am
Pricing: $$$
Best For: Couples, groups, and business travellers who want to relax and play
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Caesars Windsor knows how to play… literally! This hotel-slash-casino is where luxury, indulgence, and comfort are born!

The rooms (there are over 750 in total) are spacious, modern, and stylish, while providing all the amenities you need for a comfortable stay. The fitness centre and adults-only pool allow you to exercise and relax after a tiring day out.

The highlight is the casino, an adult playground for guests who never sleep! There are loads of slot machines and table games, allowing you to have an exhilarating day in Windsor! If you’re serious about gambling, you can join poker tournaments.

Let’s not forget the Colosseum, a theatre that accommodates 5,000 guests. You’ll find all kinds of performances here, from concerts to comedy shows!

Pro Tip:

Check the opening hours of the restaurants because some close earlier than usual. You can find the options here.

Stonecroft Inn

Media credit: Stonecroft Inn

Address: 3032 Dougall Ave
Contact: 519-969-7600, 1-800-665-6296
Check-in & Checkout Times: 3 pm & 11 am
Pricing: $
Best For: Couples, families, and groups looking for a simple stay
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Whether you’re planning on staying in downtown Windsor for a night or more than a few days, Stonecroft Inn is a good place to stay. It’s like your home away from home, offering relaxing and comfortable accommodation while giving quick access to shops!

For guests who are staying for an extended period, the Executive Rooms and Master Suites are equipped with wet bar areas, giving you a small sink and a microwave. The other rooms are still spacious enough to unwind without feeling cramped.

Although this is a pretty straightforward hotel, you still get complimentary breakfast, free parking, and access to a coin-operated laundry. It’s simple with no unnecessary extravagance, which means it’s not expensive to stay in!

Pro Tip:

If you’re staying at Stonecroft Inn, check out the surrounding areas to explore more of Windsor! It’s close to wineries, art galleries, and Detroit in the USA!

Hotel STRY

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Address: 70 Murray St, Amherstburg
Contact: 548-444-7879
Check-in & Checkout Times: 4 pm & 11 am
Pricing: $$$
Best For: Couples, families, and solo travellers who want to stay in a historical place
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Located in the Anchor District, Hotel STRY is a place that holds a lot of historical memories. It was originally built in 1875 and housed local businesses over the years, and eventually transformed into a gorgeous boutique hotel.

The rooms still retain some of the building’s original features, like the beautiful brick walls. Apart from aesthetically pleasing designs, they also provide super comfortable mattresses and fully equipped kitchenettes for extended stays.

It has everything you would need that you won’t even want to leave the hotel—there’s a spa, a bar, and an eatery. There’s plenty to see beyond the hotel premises, though, such as museums, beaches, souvenir shops, and local restaurants!

Pro Tip:

When looking for a room that accommodates up to 4 people, book early! Availability is limited, so plan your dates to increase your chance of grabbing the bigger room!

Hyatt Place

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Address: 2080 Huron Church Rd
Contact: 519-969-0710
Check-in & Checkout Times: 3 pm & 11 am
Pricing: $$
Best For: Families, couples, groups, solo, and business travellers who want comfort and functionality
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If you’re searching for a contemporary hotel in Windsor, Hyatt Place is worth checking in! The modern and functional design, spacious rooms, and convenient amenities make this ideal for any kind of guest!

Everything is laid out for you here. There’s free breakfast, a digital check-in for safety, pet-friendly rooms for your furry companion, meeting facilities for business travellers, a pool to lounge in, a gym to exercise in, and on-site restaurants to satisfy every craving.

The rooms? Just like the lobby: modern and functional. But this time, it feels cosier. The floor-to-ceiling windows bring in plenty of sunlight, and the plush beds are perfect for a good night’s sleep.

Pro Tip:

Join the World of Hyatt membership program to access exclusive rates and earn points for free nights at the hotel!

Holiday Inn Express Windsor Waterfront

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Address: 33 Riverside Dr East
Contact: 1-519-2587774, [email protected]
Check-in & Checkout Times: 3 pm & 11 am
Pricing: $$
Best For: Families, couples, and business travellers who only need the essential amenities
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Holiday Inn Express screams convenience! It has all the essential amenities for all types of guests, like complimentary breakfasts (where kids eat for free), fitness centre, indoor pool, pet-friendly rooms, and a 24/7 business centre!

It’s not the fanciest, but the rooms offer exactly what you need for a hotel stay. The room has enough space for your luggage, there’s a mini sofa, a mini fridge, and a desk and chair. Oh, and you get either a river view or a city view!

And if you’re planning on sightseeing, its convenient downtown location brings you close to the hottest spots in Windsor!

Pro Tip:

Join the IHG One Rewards membership for free to access member rates, exclusive deals, and one of the best perks: late checkout at no additional cost!

TownePlace Suites

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Address: 250 Dougall Ave
Contact: +1 519-977-9707
Check-in & Checkout Times: 3 pm & 12 pm
Pricing: $$$
Best For: Families, groups, couples, and solo travellers who prefer long vacations
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TownPlace Suites is THE hotel in Windsor for extended vacations. All rooms have fully equipped kitchenettes, which include refrigerators, microwaves, sinks, pots and pans, and dinnerware.

Plus, the rooms are spacious enough that you’ll have plenty of space to open your luggage. One of the best parts about waking up here is walking to the free breakfast.

It’s a no-fuss hotel, as it doesn’t have a lot of facilities, but there’s a 24/7 fitness centre and pet-friendly rooms. It leads to more affordable rates, and its location is close to major Windsor attractions!

Pro Tip:

Arrive early for a parking space on-site since slots are limited. If it’s full, head over to Jim’s Slot, located directly across the hotel.

Four Points by Sheraton

Media credit: 4pointsheratonwindsor

Address: 430 Ouellette Ave
Contact: +1 519-256-4656
Check-in & Checkout Times: 3 pm & 12 pm
Pricing: $
Best For: Families, couples, and business travellers who want quick access to local shops and restaurants
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After a tiring but enjoyable day out in Windsor, checking in at Four Points by Sheraton is a good idea. It’s convenient and located on a street lined with shops and restaurants, giving you access to the hotspots in town.

With cosy rooms and plush beds, you’ll have a relaxing night in! The features are straightforward, as it carries all the essential amenities and facilities, such as a fitness centre, a meeting space, an indoor pool, a laundry area, and a restaurant.

The best part? It’s not expensive, making it the perfect destination for families and groups looking to extend their stay in Windsor! If you join the Marriott Bonvoy program, you’ll slash a couple of loonies off the final cost!

Pro Tip:

Parking is limited and on a first-come, first-served basis. So, we suggest checking in on a weekday or on days when there are no conferences held in the area (we recommend contacting the hotel to be sure).

DoubleTree by Hilton

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Address: 333 Riverside Drive W
Contact: +1 519-977-9777, [email protected]
Check-in & Checkout Times: 4 pm & 11 am
Pricing: $
Best For: Business travellers, families, couples, and groups who prefer a no-frills hotel
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There’s something special about a no-frills hotel—one that provides the basic necessities without being pretentious. That’s exactly what you’ll receive at DoubleTree by Hilton, but enhance it by adding comfort!

Nights at this Windsor hotel are warm and pleasant, courtesy of the soft beds and high-quality linen sheets! There’s a desk and chair for business needs, a vanity area with plenty of space in the bathroom, and Crabtree & Evelyn bath products.

Extended vacations are possible here as well. If you’re willing to splurge, the suites have two rooms, separating the bedroom from the sitting area. Plus, you’ll get a kitchenette!

Pro Tip:

When staying for an extended time, consider the parking rates. It costs $21.47 per day.

Quality Inn & Suites

Media credit: qualityinnwindsor

Address: 675 Goyeau St
Contact: 519-258-8411
Check-in & Checkout Times: 3 pm & 11 am
Pricing: $
Best For: Groups, couples, and business travellers who are on a quick stop in Windsor
Website

Looking for a hotel in Windsor that provides the best value for money? Quality Inn & Suites is worth a look! Sure, it’s not fancy, but it provides all the amenities you need during your vacation!

Every guest receives a free breakfast and access to the exercise room, business centre, and laundry area. Some will incur additional costs, like the copy machine, but they’re not ridiculously expensive!

As for the rooms, they’re comfortable and clean. It’s the perfect spot for locals and visitors who are on a quick trip to Ontario, or those crossing to Detroit, USA, as it’s only a 10-minute drive.

Pro Tips:

Even if your hotel is paid, don’t forget to bring your credit card because they require a $250 deposit upon check-in.

Avoid walking alone at night since this part of town isn’t a crowded area.

Hampton Inn & Suites by Hilton Windsor

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Address: 1840 Huron Church Rd
Contact: +1 519-972-0770, [email protected]
Check-in & Checkout Times: 3 pm & 11 am
Pricing: $$
Best For: Families, couples, and business travellers looking for well-appointed rooms for extended vacations
Website
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Two words can describe Hampton Inn & Suites: conveniently located. It’s close to the mall, casino, the University of Windsor, and Windsor Airport. It’s a 10/10 for travellers, including those who want to visit downtown Detroit.

The free amenities are overflowing, too! There’s free breakfast and free parking for visitors driving to Windsor, as well as a fitness centre and an indoor pool for exercising and relaxing your body.

The rooms are well-appointed, perfect for quick or extended hotel stays, with amenities that include sofa beds, microwaves, and coffee makers. Travellers with pets are welcome as well, as pet-friendly rooms are available—told you everything’s complete!

Pro Tip:

If you’re a Hilton Honors member (if not, it’s free to join), check out the special deals to earn double the points!

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