TOP Hotels with Connecting Rooms in Windsor for 2026

Q: Are there any family-friendly hotels with connecting rooms in Windsor?

Get cosy at Four Points by Sheraton Windsor Downtown , a 3-star option just a quick drive from town. Amenities here include housekeeping services and laundry facilities. Another family-friendly hotel with connecting rooms is Best Western Plus Waterfront Hotel . A sauna and WiFi help make this 2.5-star property a top pick. After checking in and chilling in your new digs, it's time to hit the road and explore some of the local sights. Adventure Bay Family Water Park and Windsor Community Museum are two excellent family-friendly attractions in Windsor.

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Our top choices for Windsor hotels with connecting rooms

FORUM TOWER , JUNIOR SUITE KING | Premium bedding, pillow-top beds, in-room safe, desk

Caesars Windsor - A Caesars Rewards Destination

City Centre

Darren

includes taxes & fees

11 May - 12 May

1 bedroom, premium bedding, down duvets, pillow-top beds

Best Western Plus Waterfront Hotel

Downtown Windsor

Melita Jackson

includes taxes & fees

19 May - 20 May

Hampton Inn & Suites by Hilton Windsor

South Cameron

Roger

includes taxes & fees

31 May - 1 Jun

Four Points by Sheraton Windsor Downtown

Downtown Windsor

Jonnie

includes taxes & fees

20 May - 21 May

Suite, 1 King Bed, Hot Tub | Desk, laptop workspace, free cots/infant beds, rollaway beds

Super 8 by Wyndham Ambassador Bridge Windsor ON

Sandwich

Richard

includes taxes & fees

10 May - 11 May

TownePlace Suites by Marriott Windsor

Downtown Windsor

Ida

includes taxes & fees

26 May - 27 May

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Sandwich

Patricia

includes taxes & fees

17 May - 18 May

Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, blackout curtains, iron/ironing board

SureStay Plus by Best Western Windsor

Remington Park

Phil

includes taxes & fees

27 May - 28 May

View all properties

Find out more about Windsor

Discover top Windsor attractions

Windsor, Ontario, is a paradise of experiences waiting to be uncovered. Families can enjoy the enchanting Windsor Sculpture Park, a stunning outdoor gallery featuring over 30 large-scale works of art along the picturesque waterfront, perfect for leisurely strolls and fun photo opportunities. For a day of excitement, head to Adventure Bay Family Water Park, thrilling slides and a lazy river, making it a fantastic spot for kids and adults alike to splash around. Don't miss out on the Canadian Club Brand Centre, where you can delve into the storied history of one of Canada's most famous whiskies, complete with tastings that provide a taste of local craftsmanship. For a serene escape, the beautiful trails of the Ojibway Nature Centre offer a chance to connect with nature and spot local wildlife, ideal for adventurous families looking to explore. The downtown area, particularly around the riverfront, is brimming with modern hotels that provide a luxurious stay, such as the Waterfront Hotel, where you can enjoy stunning views of the Detroit skyline. After a day of exploration, unwind with a fine dining experience at one of the local restaurants, where attentive service ensures you feel truly pampered.

Find the best hotels with connecting rooms in Windsor

For families or groups seeking a comfortable stay in Windsor, Ontario, these hotels offer convenient connecting rooms that enhance the experience. Each hotel is well-equipped to cater to the needs of travelers looking for spacious rooms and family-friendly amenities.

TownePlace Suites by Marriott Windsor

Why it's great for extra space: TownePlace Suites by Marriott Windsor stands out for its exceptional guest review rating of 9.2 and its array of connecting room options. Ideal for families, the hotel provides spacious suites with kitchenettes, allowing guests to prepare meals and enjoy quality time together. With complimentary breakfast, it's a convenient choice for a busy morning before venturing out to explore Windsor.
Other amenities: Beyond connecting rooms, the hotel features a terrace and accessible parking, ensuring comfort for all guests. Enjoy the convenience of daily housekeeping, free toiletries, and a snack bar for quick bites. Additional amenities include a fitness centre, separate living rooms in select suites, and a grocery convenience store on-site. The hotel also offers pets in room options, enhancing the welcoming atmosphere for all travelers.
Neighborhood: Downtown Windsor
Nearby attractions: Adventure Bay Family Water Park - 0.3 km, Detroit Windsor Tunnel - 0.7 km

Four Points by Sheraton Windsor Downtown

Why it's great for extra space: Four Points by Sheraton Windsor Downtown is a fantastic choice for travelers looking for connecting rooms, with an impressive guest review rating of 8.6. This hotel provides spacious rooms tailored for families, ensuring that everyone can relax comfortably. The indoor pool is a highlight, offering a fun way to unwind and enjoy quality time together after a day of sightseeing.
Other amenities: Guests can take advantage of a 24-hour fitness facility, ensuring they can work out at their convenience. The hotel also features free breakfast for children and a grocery convenience store to meet all needs. Additional amenities include premium bedding, a garden area for relaxation, and easy access to local attractions. With self-parking facilities and housekeeping services, this hotel delivers on comfort and convenience for all its guests.
Neighborhood: Downtown Windsor
Nearby attractions: Adventure Bay Family Water Park - 0.7 km, Detroit Windsor Tunnel - 0.7 km

Hampton Inn & Suites by Hilton Windsor

Why it's great for extra space: With a guest review rating of 8.6, Hampton Inn & Suites by Hilton Windsor is perfect for families needing connecting rooms. This hotel provides a welcoming place that includes an indoor pool and hot tub for relaxation after a day of activities. Guests will appreciate the spacious suites that come equipped with a kitchenette, making it easy to enjoy home-cooked meals together.
Other amenities: The hotel offers a complimentary breakfast, ensuring guests start their day with energy. Additional features include self-parking, designer toiletries, and a concierge service to assist with local recommendations. Families can take advantage of the fitness facilities and nearby winery tours. The hotel also provides easy access to shopping and cultural attractions, making it a great base for exploring Windsor.
Neighborhood: South Cameron
Nearby attractions: University of Windsor - 2.2 km, Ambassador Bridge - 3.7 km, Adventure Bay Family Water Park - 5.7 km

Caesars Windsor

Why it's great for extra space: Caesars Windsor is an excellent choice for travelers needing connecting rooms, offering a solid guest review rating of 8.6. Families will appreciate the spacious rooms enhanced by the connecting room feature, ensuring everyone has their privacy while staying close together. Guests can enjoy a range of amenities including an indoor pool and a luxurious spa, perfect for unwinding after a day of exploring the city.
Other amenities: In addition to connecting rooms, Caesars Windsor boasts valet parking, a hot tub, and a well-equipped health club for fitness enthusiasts. Guests can indulge in designer toiletries and premium bedding for added comfort. With stunning river views and a late checkout option, this hotel caters to both relaxation and convenience. Additional features include early check-in, an electric car charging station, and golf lessons available nearby.
Neighborhood: City Centre
Nearby attractions: Adventure Bay Family Water Park - 0.9 km, Caesars Casino - 0 km

Comfort Inn Windsor

Why it's great for extra space: Comfort Inn Windsor is an appealing option for those after connecting rooms, featuring a guest review rating of 8.4. This hotel provides essential comforts for families, such as a complimentary breakfast and spacious rooms that make it easy to enjoy time together. The connecting rooms ensure that guests can maintain privacy while being close by.
Other amenities: In addition to connecting rooms, guests will find free self-parking and daily housekeeping services. The hotel features a refrigerator and microwave in rooms for added convenience. Fitness facilities are available for those wanting to maintain their routine, while nearby golf courses and local attractions offer plenty of options for fun outings. The hotel also offers late checkout and free toiletries for a straightforward stay.
Neighborhood: South Windsor
Nearby attractions: Adventure Bay Family Water Park - 6.3 km, Detroit Windsor Tunnel - 5.9 km

Top Windsor Hotel Reviews

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

8/10 Good

"Overall the hotel was good. It was clean, the staff was super friendly and helpful. They could definitely use an upgrade to all their toilets!"

Caesars Windsor - A Caesars Rewards Destination

8/10 Good

"The size of the room was very large. There was plenty of space for the three of us including counter and seating (besides the bed). The location of the room was perfect- it was close, but not too close to the elevator; it was close to the ice machine and had a great view of the Detroit River. There were two complimentary bottles of water per day; but we were not told that at registration and there was no literature to explain that in the room. The most upsetting issue was mould in the shower- on the floor, on the walls and on the silicon grout. There was also some dust in the bathroom. The most baffling issue was why would a room for four only be equipped with coffee supplies for two? We requested more from housekeeping and it took a good 1/2 hour to come. They did not bring what we requested and again on the second morning we took to the hallway to look for house keeping staff to get more supplies. We also thought $25.00 a day was excessive for hotel guests. We were aware of construction in the parking garage but found the signage to be inadequate- especially for existing the unit."

Frequently asked questions

How much do hotels with connecting rooms in Windsor cost?

Hotels with connecting rooms in Windsor range from £49 to £116 per night. These stays provide lots of space for the entire squad at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best hotels with connecting rooms in Windsor?

Windsor offers multiple hotels with connecting rooms with a total average guest review rating of 8.2. TownePlace Suites by Marriott Windsor is a highly rated option if you're travelling with family or a group of pals. Travellers staying at this 2.5-star hotel will have access to a barbecue grill and pillow top mattresses. Caesars Windsor is also very popular with travellers. This 4-star hotel offers connecting rooms along with designer toiletries and a swimming pool.

How many hotels with adjoining rooms are there in Windsor?

There are 13 hotels with adjoining rooms in Windsor. No matter if you're travelling with the family or organising a weekend break with your besties, Expedia will help you find the perfect space for your whole crew.

What are the best cheap hotels with connecting rooms in Windsor?

Hotels with connecting rooms start from £49 per night, so your Windsor break doesn't have to break the bank! TownePlace Suites by Marriott Windsor is a top wallet-friendly pick that has plenty of amenities, including a terrace and a barbecue grill. Best Western Plus Waterfront Hotel is another one of our popular hotels with connecting rooms. Take advantage of conveniences such as premium bedding and a nearby boardwalk. If you want to hold on to your hard-earned money and still experience the best of Windsor, add a few awesome free attractions to your to-do list. Walkerville Brewery and Caesars Casino will keep you busy. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the top motels with connecting rooms in Windsor?

Located around 3 mi south of Windsor's city centre, Super 8 by Wyndham Ambassador Bridge Windsor ON is a top affordable motel with connecting rooms. With the added benefits of free WiFi and front desk services, this is a popular place to get away with the family.When the time comes to lace up your comfortable shoes and discover your surroundings, head for Adventure Bay Family Water Park. Chrysler Theatre is another highlight in Windsor.

Are there any family-friendly hotels with connecting rooms in Windsor?

Get cosy at Four Points by Sheraton Windsor Downtown, a 3-star option just a quick drive from town. Amenities here include housekeeping services and laundry facilities. Another family-friendly hotel with connecting rooms is Best Western Plus Waterfront Hotel. A sauna and WiFi help make this 2.5-star property a top pick. After checking in and chilling in your new digs, it's time to hit the road and explore some of the local sights. Adventure Bay Family Water Park and Windsor Community Museum are two excellent family-friendly attractions in Windsor.

Why book your hotel with connecting rooms in Windsor with Expedia?

Reserving a hotel with connecting rooms in Windsor is as simple as deciding on your travel dates and picking a place that meets your needs. On the search for something inexpensive or upscale, or a stay that also has a kitchenette? Use Expedia's search filters to narrow your results even further and find your ideal pad.

How can I find cheap hotels with connecting rooms in Windsor?

Expedia is here to help you narrow your search for cheap hotels with connecting rooms in Windsor. To find your perfect stay in a couple of quick clicks, use our convenient filter tool to tailor your search results by star rating, budget and amenities.

What is there to do in Windsor near my hotel with connecting rooms?

There are loads of superb things to see and do in Windsor. You won't want to miss attractions like Adventure Bay Family Water Park, Chrysler Theatre and Walkerville Brewery. Windsor Community Museum, Detroit Windsor Tunnel and Caesars Casino also lure many visitors.

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