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4- and 5-star hotels in Windsor
A shortlist of 4- and 5-star hotels in Windsor, Ontario, gathered for travellers who want a reliable, well-reviewed base on the Detroit River, near the casino, the riverfront and downtown, whether for a short break, a family visit or a business trip.
Staying in Windsor
Windsor sits on the Detroit River, looking across to the Detroit skyline. The riverfront has parks and trails, downtown holds casinos, restaurants and entertainment, and Essex County's wineries lie beyond. It is a compact, walkable city with a mix of culture, outdoor activity and urban amenities, and it works as a base for southwestern Ontario and the Detroit metropolitan area.
The hotels on this shortlist sit in different parts of the city. Two are on Riverside Drive, close to the river and downtown. Others are on Walker Road, Dougall Avenue, Moy Avenue, Assumption Street, Church Street, Francois Court, Robson Road, Albert Street and Grandview Crescent, spreading from the downtown core into residential and commercial districts. That spread suits couples who want the riverfront and casino, families needing space and parking, business travellers after downtown access, and anyone planning a short break around the city's events.
The shortlist
Ranked by hotel class, then guest rating and number of reviews.
Unique New Townhomes for 16 guests by Simply Comfort
941 Walker Rd, Windsor, Canada
Best for: Drivers · Pool and spa
- Sauna
- Car parking
- Pets allowed
Why stay hereA 5-star townhouse address on Walker Rd that suits large groups rather than solo travellers, since the units are set up for 16 guests. Parking is on site and pets are allowed. A sauna and terrace give the group somewhere to unwind after a day out, and the garden area adds outdoor space. Lifts and wheelchair access make the property easier to move around for guests with mobility needs. Non-smoking throughout.
See Unique New Townhomes for 16 guests by Simply ComfortDoubleTree by Hilton Windsor Hotel and Suites
333 Riverside Drive West, Windsor, Canada
Best for: Drivers · Pool and spa
- Indoor pool
- Spa
- Parking
Why stay hereA 4-star hotel on Riverside Drive West with a 4.5 out of 5 guest rating across 514 reviews. An indoor pool and fitness centre cover exercise and relaxation whatever the weather, and the restaurant, bar and room service mean meals are easy without leaving. A 24-hour front desk, concierge and express check-in keep arrivals and queries simple. Pets are allowed and parking is available, which makes it a practical base for both leisure and business stays.
See DoubleTree by Hilton Windsor Hotel and SuitesCaesars Windsor A Caesars Rewards Destination
377 Riverside Dr E, Windsor, Canada
Best for: Drivers · Pool and spa
- Indoor pool
- Sauna
- Parking
Why stay hereThe casino, spa, indoor pool and night club sit under one roof on Riverside Dr E, so entertainment is the point of staying here. Free wifi and a fitness centre round out the offering, and the restaurant and bars mean dining is on site. Rated 4.3 out of 5 from 9,639 reviews, it draws guests who want a lively, self-contained stay and easy access to the riverfront. Parking is available in the garage.
See Caesars Windsor A Caesars Rewards DestinationOak Island Resort & Conference Centre
36 Treasure Drive 36 Treasure Drive, Windsor, Canada
Best for: Drivers · Pool and spa
- Indoor pool
- Sauna
- Free car parking
Why stay hereA resort and conference centre on Treasure Drive, rated 4.3 out of 5 from 982 reviews. Indoor and outdoor pools, tennis and basketball courts give active guests plenty to do, and the sauna and lounge offer quieter downtime. A restaurant and bar cover meals, while meeting rooms and a business-oriented set-up suit conference attendees. Free wifi and free car parking make it straightforward for guests arriving by car.
See Oak Island Resort & Conference CentreMeander In B&B
153 Albert St Windsor Ns B0n 2T0 Canada, Windsor, Canada
Best for: Business trips
- Air conditioning
Why stay hereA bed and breakfast on Albert St with air conditioning and non-smoking rooms. Canoeing, bowling and skiing are among the activities within reach, so it suits guests who plan to be out exploring rather than staying in. Housekeeping and laundry service keep the stay comfortable, and a safe and business centre add practicality. A garden gives a calm spot to return to at the end of the day.
See Meander In B&BA Hidden Gem Bed and Breakfast
406 Moy Avenue, Windsor, Canada
Best for: Families · Drivers
- Spa
- Free car parking
- Breakfast
Why stay hereA bed and breakfast on Moy Avenue that earns its name from a quiet, homely set-up: family rooms, a garden and a terrace, with breakfast served and special diets catered for. Free wifi and free car parking remove the usual frictions. A kitchen, microwave and refrigerator help guests stay self-sufficient, and the spa and balcony add touches of comfort. Non-smoking rooms throughout.
See A Hidden Gem Bed and BreakfastAnchors Away
273 Robson Road, Windsor, Canada
Best for: Families · Drivers
- Free car parking
- Family rooms
- Kitchen
Why stay hereSelf-contained apartment-style accommodation on Robson Road, with a kitchen, oven, dishwasher and toaster for guests who prefer to cook. A patio and lake setting give the stay an outdoorsy feel, and a golf course is among the options nearby. Free wifi and free car parking are included, and family rooms make it workable for groups travelling together. Non-smoking rooms are available.
See Anchors AwayNew 16 Ppl Townhouses in Winsdor
941 Walker Rd, Windsor, Canada
Best for: Drivers · Pool and spa
- Sauna
- Car parking
- Wheelchair accessible
Why stay hereA 4-star townhouse option on Walker Rd designed for groups of up to 16 guests. Free car parking takes the hassle out of arriving by road, and express check-out speeds up departure. A sauna is on hand for relaxation, and wheelchair accessibility makes the property easier to navigate. Laundry service helps longer stays feel manageable. A good fit for families or friends travelling as one party.
See New 16 Ppl Townhouses in WinsdorCoastal Suite #1 Cozy Suite #2 Seacliff Beach Suites
11 Grandview Crescent, Windsor, Canada
Best for: Drivers · Breakfast
- Free car parking
- Breakfast
- Kitchen
Why stay hereSuites a short step from the beach, with a private beach and beach access among the draws, plus lake and sea views. A kitchen and kitchenette, dishwasher and microwave support self-catering, and breakfast is offered. Canoeing, fishing, bowling and mini golf are among the activities nearby. Free wifi and free car parking are provided, and high chairs make it friendly for guests with young children. Express check-in gets the stay started quickly.
See Coastal Suite #1 Cozy Suite #2 Seacliff Beach SuitesThe Boho Oasis
823 Francois Court, Windsor, Canada
Best for: Drivers
- Free car parking
- Kitchen
- Air conditioning
Why stay hereAn apartment-style stay on Francois Court with a garden and patio for outdoor downtime. A kitchen and kitchenette with microwave and refrigerator allow guests to cook for themselves, and free wifi and free car parking are included. A 24-hour front desk, express check-in and luggage storage cover the practical side. Non-smoking rooms and family-friendly touches make it suitable for couples or small groups.
See The Boho OasisWindsor Manor
672 Dougall Avenue, Windsor, Canada
Best for: Drivers
- Free car parking
- Free Wifi
Why stay hereA straightforward 4-star property on Dougall Avenue with the essentials: free wifi, free car parking and internet access. Non-smoking rooms throughout keep the environment consistent. It suits guests who want a simple, well-connected base without extra facilities, and works well for travellers arriving by car who plan to spend their time out in Windsor.
See Windsor ManorRoost Detroit
1265 Washington Blvd, Windsor, Canada
Best for: Drivers · Breakfast
- Car parking
- Breakfast
- Fitness Center
Why stay hereA 4-star hotel on Washington Blvd with a fitness centre and bar, plus breakfast to start the day. A 24-hour front desk, concierge and luggage storage handle arrivals and requests, and valet and car parking are available. Meeting rooms make it useful for guests combining work with the trip, and free wifi keeps things connected. Non-smoking rooms throughout, with lifts for easy access.
See Roost Detroit7BR house 19 ppl DT Windsor WD Free Parking
672 Dougall Avenue, Windsor, Canada
Best for: Families · Drivers
- Free car parking
- Family rooms
- Kitchen
Why stay hereGroups travelling together get an entire house on Dougall Avenue rather than a row of separate rooms, with the 7BR layout named for 19 ppl. A full kitchen and kitchenette cover everything from a quick coffee to a sit-down meal, and the fireplace and garden give the shared areas somewhere to spread out. Families are catered for with family rooms, and free car parking takes one worry out of arriving by road. Air conditioning, free Wifi and non smoking rooms round out a 4-star stay.
See 7BR house 19 ppl DT Windsor WD Free ParkingStylish 2 Bedroom Apartment In Downtown Windsor
485 Church Street, Windsor, Canada
Best for: Drivers
- Free car parking
- Kitchen
- Air conditioning
Why stay hereTwo bedrooms and a kitchen make this 4-star apartment on Church Street a practical base for a small group or a family in downtown Windsor. Express check in gets you settled quickly, and laundry service plus an in-apartment washing machine means longer stays need less packing. Free Wifi and free car parking are included, and the non smoking rooms with air conditioning and a desk suit both work and leisure trips.
See Stylish 2 Bedroom Apartment In Downtown WindsorPrivate Hot Tub Retreat Walk to Caesars Waterfront & Downtown
627 Assumption Street, Windsor, Canada
Best for: Families · Drivers
- Swimming pool
- Spa
- Free car parking
Why stay hereA retreat on Assumption Street with its own hot tub and jacuzzi, plus a spa and swimming pool for serious relaxation. A kitchen, dishwasher and washing machine support longer stays, and the fireplace and terrace add comfort. Family rooms and a location described as walkable to the waterfront and downtown make it convenient for groups.
See Private Hot Tub Retreat Walk to Caesars Waterfront & Downtown
The shortlist side by side
| Hotel | Class | Parking | Breakfast | Pool or spa | Pets |
|---|---|---|---|---|---|
| Unique New Townhomes for 16 guests by Simply Comfort | ★★★★★ | Yes | – | Yes | Yes |
| DoubleTree by Hilton Windsor Hotel and Suites | ★★★★ | Yes | Yes | Yes | Yes |
| Caesars Windsor A Caesars Rewards Destination | ★★★★ | Yes | – | Yes | – |
| Oak Island Resort & Conference Centre | ★★★★ | Yes | – | Yes | – |
| Meander In B&B | ★★★★ | – | – | – | – |
| A Hidden Gem Bed and Breakfast | ★★★★ | Yes | Yes | Yes | – |
| Anchors Away | ★★★★ | Yes | – | – | – |
| New 16 Ppl Townhouses in Winsdor | ★★★★ | Yes | – | Yes | – |
| Coastal Suite #1 Cozy Suite #2 Seacliff Beach Suites | ★★★★ | Yes | Yes | – | – |
| The Boho Oasis | ★★★★ | Yes | – | – | – |
| Windsor Manor | ★★★★ | Yes | – | – | – |
| Roost Detroit | ★★★★ | Yes | Yes | – | – |
| 7BR house 19 ppl DT Windsor WD Free Parking | ★★★★ | Yes | – | – | – |
| Stylish 2 Bedroom Apartment In Downtown Windsor | ★★★★ | Yes | – | – | – |
| Private Hot Tub Retreat Walk to Caesars Waterfront & Downtown | ★★★★ | Yes | – | Yes | – |
From each hotel's own listing on this site; a dash means it is not listed.
How to choose
For couples
Private Hot Tub Retreat Walk to Caesars Waterfront & Downtown has a Jacuzzi, a fireplace and a terrace near the river. DoubleTree by Hilton Windsor Hotel and Suites offers a 4.5 guest rating from 514 reviews and an indoor pool. Coastal Suite #1 Cozy Suite #2 Seacliff Beach Suites has a private beach, a lake setting and a garden.
Private Hot Tub Retreat Walk to Caesars Waterfront & Downtown · DoubleTree by Hilton Windsor Hotel and Suites · Coastal Suite #1 Cozy Suite #2 Seacliff Beach Suites
For families
The 7BR house 19 ppl DT Windsor WD Free Parking and the New 16 Ppl Townhouses in Winsdor and Unique New Townhomes for 16 guests by Simply Comfort take large groups and include free parking. A Hidden Gem Bed and Breakfast adds family rooms, a sofa bed, a kitchen and a garden.
7BR house 19 ppl DT Windsor WD Free Parking · Unique New Townhomes for 16 guests by Simply Comfort · New 16 Ppl Townhouses in Winsdor · A Hidden Gem Bed and Breakfast
For business trips
DoubleTree by Hilton Windsor Hotel and Suites and Caesars Windsor A Caesars Rewards Destination both have business centres and 24-hour front desks. Roost Detroit, on Washington Blvd, adds a meeting room, a fitness centre and concierge service.
DoubleTree by Hilton Windsor Hotel and Suites · Caesars Windsor A Caesars Rewards Destination · Roost Detroit
For top guest ratings
DoubleTree by Hilton Windsor Hotel and Suites scores 4.5 out of 5 from 514 reviews. Caesars Windsor A Caesars Rewards Destination scores 4.3 from 9639 reviews, and Oak Island Resort & Conference Centre also scores 4.3 from 982 reviews, with indoor and outdoor pools and a shuttle service.
DoubleTree by Hilton Windsor Hotel and Suites · Caesars Windsor A Caesars Rewards Destination · Oak Island Resort & Conference Centre
Plan your stay
Getting there and around
Windsor is accessible by car via Highway 401 from London and Toronto, and by train with VIA Rail services from Toronto and London. The city is also served by Windsor International Airport (YQG) with flights from Toronto and other Canadian cities. From the United States, you can cross via the Ambassador Bridge or the Detroit-Windsor Tunnel. Once in Windsor, public transit is provided by Transit Windsor, with buses covering most areas. Taxis and ride-sharing services are available, and the downtown and riverfront are walkable. Cycling is popular along the riverfront trails.
When to go
The best time to visit Windsor is from late spring to early autumn, when temperatures are mild to warm and outdoor activities are at their peak. Summer brings festivals and events, while autumn offers pleasant weather and fall colours. Winters can be cold with snow, but indoor attractions remain open. Spring can be variable, with cooler temperatures and occasional rain.
Questions, answered
Which hotel is closest to the centre of Windsor?
Private Hot Tub Retreat Walk to Caesars Waterfront & Downtown, on Assumption Street, and Stylish 2 Bedroom Apartment In Downtown Windsor, on Church Street, both sit in the downtown area, within walking distance of Caesars Windsor, the riverfront and the Detroit-Windsor Tunnel.
Which hotels have a pool?
Caesars Windsor A Caesars Rewards Destination has an indoor pool and a swimming pool, DoubleTree by Hilton Windsor Hotel and Suites has an indoor pool, and Oak Island Resort & Conference Centre has both indoor and outdoor pools.
Do any of these hotels allow pets?
DoubleTree by Hilton Windsor Hotel and Suites and Unique New Townhomes for 16 guests by Simply Comfort both list pets allowed among their facilities.
Which hotels offer parking?
Most on this shortlist offer parking. Caesars Windsor A Caesars Rewards Destination has a garage, Oak Island Resort & Conference Centre, A Hidden Gem Bed and Breakfast, Anchors Away, Coastal Suite #1 Cozy Suite #2 Seacliff Beach Suites, The Boho Oasis, Windsor Manor and the downtown apartments list free or included car parking, while Roost Detroit offers valet parking.
Which hotels are best for families?
The 7BR house 19 ppl DT Windsor WD Free Parking, the New 16 Ppl Townhouses in Winsdor and Unique New Townhomes for 16 guests by Simply Comfort take large groups. A Hidden Gem Bed and Breakfast has family rooms, a sofa bed and a kitchen, and Coastal Suite #1 Cozy Suite #2 Seacliff Beach Suites has high chairs, a private beach and a picnic area.
Which hotels have a spa or sauna?
Caesars Windsor A Caesars Rewards Destination has a spa and a sauna. Oak Island Resort & Conference Centre has a sauna, and Unique New Townhomes for 16 guests by Simply Comfort, New 16 Ppl Townhouses in Winsdor, A Hidden Gem Bed and Breakfast and Private Hot Tub Retreat Walk to Caesars Waterfront & Downtown also list a spa, a sauna or a Jacuzzi.
Does breakfast come with the stay?
DoubleTree by Hilton Windsor Hotel and Suites, A Hidden Gem Bed and Breakfast, Coastal Suite #1 Cozy Suite #2 Seacliff Beach Suites and Roost Detroit list breakfast among their facilities. Caesars Windsor A Caesars Rewards Destination offers special diets.
Which hotel has the best guest rating?
DoubleTree by Hilton Windsor Hotel and Suites has the highest guest rating on this shortlist at 4.5 out of 5, from 514 reviews. Caesars Windsor A Caesars Rewards Destination and Oak Island Resort & Conference Centre both score 4.3 out of 5.