TOP Family Friendly Hotels in Windsor for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels | Expedia Singapore

A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

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Check availability on Windsor Family friendly Hotels

Tonight

Tomorrow

10 Oct - 11 Oct

This weekend

Next weekend

16 Oct - 18 Oct

Our top choices for Windsor family-friendly hotels

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

A modern hotel room with a large sofa, armchairs, a small table, and a TV mounted on the wall.

A bar area with multiple seating options, a wine rack, and a bar counter.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

Experience a riverside family escape at this hotel where kids enjoy indoor pools, games, and entertainment in Windsor.

S$91

includes taxes & fees

9 Nov - 10 Nov

A Stonecroft Inn with a stone facade, large windows, and a covered entrance.

A modern bathroom with a large mirror, a white sink, a dark vanity, a glass shower enclosure, and a toilet.

A modern reception area with a marble counter, wooden flooring, and seating arrangements.

2. Stonecroft Inn

South Windsor

S$140

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.

A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

A hotel room with a large bed, a wooden wardrobe, a flat-screen TV, a desk with a chair, and a view of a cityscape through the window.

3. DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

S$164

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

An aerial view of a coastal area with a beach, dense forest, and a clear sky.

An indoor water park with a central pool, slides, and a seahorse ride.

Room

4. Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

S$150

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.

An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.

A gym with weightlifting equipment, a bench, and a treadmill.

A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.

5. Hampton Inn & Suites by Hilton Windsor

South Cameron

Indoor pool, premium TV, and free breakfast await families minutes from Windsor Riverfront.

S$141

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

A spacious hotel lobby with a patterned carpet, a seating area with chairs, and a reception desk.

6. Best Western Plus Waterfront Hotel

Downtown Windsor

Riverfront family fun awaits with indoor pools, saunas, and proximity to Adventure Bay Water Park just steps away.

S$127

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with seating, a grill, and a fire feature.

A hotel lobby with a cityscape mural, a round table with chairs, sofas, and a television on the wall.

A hotel room with two beds, a red armchair, a sofa, a coffee table, and a TV.

A hotel reception area with a wooden reception desk, a 'hello' sign, a digital screen displaying a map, and vending machines.

7. TownePlace Suites by Marriott Windsor

Downtown Windsor

S$168

includes taxes & fees

22 Oct - 23 Oct

A spacious lobby with a modern design, featuring a large seating area, a fireplace, and a bar/lounge area with a brick accent wall.

A multi-story hotel with a prominent signage reading "FOUR POINTS BY SHERATON".

A bar area with a long counter, multiple stools, and a wine display.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

8. Four Points by Sheraton Windsor Downtown

Downtown Windsor

S$150

includes taxes & fees

23 Oct - 24 Oct

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Choose what matters most at family-friendly hotels in Windsor

Pool

Breakfast included

4 stars

Water park

All-inclusive

Family-friendly hotels with pools in Windsor

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

A modern hotel room with a large sofa, armchairs, a small table, and a TV mounted on the wall.

A bar area with multiple seating options, a wine rack, and a bar counter.

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

S$91

includes taxes & fees

9 Nov - 10 Nov

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

An aerial view of a coastal area with a beach, dense forest, and a clear sky.

An indoor water park with a central pool, slides, and a seahorse ride.

Room

Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

S$150

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.

An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.

A gym with weightlifting equipment, a bench, and a treadmill.

A reception desk with a 'Welcome to the Heartland Province' sign, a wooden reception desk, a white reception desk, and a minibar refrigerator.

Hampton Inn & Suites by Hilton Windsor

South Cameron

S$141

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

A spacious hotel lobby with a patterned carpet, a seating area with chairs, and a reception desk.

Best Western Plus Waterfront Hotel

Downtown Windsor

S$127

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.

A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

A hotel room with a large bed, a wooden wardrobe, a flat-screen TV, a desk with a chair, and a view of a cityscape through the window.

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

S$164

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.

A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.

A modern lobby with a sofa, chairs, and a reception desk.

A modern living room with a fireplace, comfortable seating, and large windows.

Hyatt Place Windsor

South Cameron

S$163

includes taxes & fees

19 Oct - 20 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.

A spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.

A spacious living room with a blue carpet, two armchairs, a sofa, a coffee table, and a flat-screen TV mounted on the wall.

A breakfast table with toast, muffins, sausages, and scrambled eggs.

Comfort Inn & Suites Ambassador Bridge

South Cameron

S$95

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a modern design, featuring a large seating area, a fireplace, and a bar/lounge area with a brick accent wall.

A multi-story hotel with a prominent signage reading "FOUR POINTS BY SHERATON".

A bar area with a long counter, multiple stools, and a wine display.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

Four Points by Sheraton Windsor Downtown

Downtown Windsor

S$150

includes taxes & fees

23 Oct - 24 Oct

An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.

A spacious lobby with a polished granite floor, a reception desk, and a chandelier.

A hotel room with a desk, chair, television, and a sofa.

A hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Sandwich

S$101

includes taxes & fees

8 Nov - 9 Nov

A modern living room with grey sofas, a stone accent wall, and large windows offering a view of the outdoors.

A modern gym with treadmills, weight machines, and free weights.

A modern kitchen with a granite island, pendant lights, and a stone backsplash.

A modern laundry facility with two front-loading washing machines, a coin return slot, and a control panel.

Super 8 by Wyndham Windsor/Dougall

Remington Park

S$86

includes taxes & fees

1 Nov - 2 Nov

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Family-friendly hotels with free breakfast in Windsor

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

An aerial view of a coastal area with a beach, dense forest, and a clear sky.

An indoor water park with a central pool, slides, and a seahorse ride.

Room

Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

S$150

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.

An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.

A gym with weightlifting equipment, a bench, and a treadmill.

A reception desk with a 'Welcome to the Heartland Province' sign, a wooden reception desk, a white reception desk, and a minibar refrigerator.

Hampton Inn & Suites by Hilton Windsor

South Cameron

S$141

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.

A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

A hotel room with a large bed, a wooden wardrobe, a flat-screen TV, a desk with a chair, and a view of a cityscape through the window.

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

S$164

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.

A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.

A modern lobby with a sofa, chairs, and a reception desk.

A modern living room with a fireplace, comfortable seating, and large windows.

Hyatt Place Windsor

South Cameron

S$163

includes taxes & fees

19 Oct - 20 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.

A spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.

A spacious living room with a blue carpet, two armchairs, a sofa, a coffee table, and a flat-screen TV mounted on the wall.

A breakfast table with toast, muffins, sausages, and scrambled eggs.

Comfort Inn & Suites Ambassador Bridge

South Cameron

S$95

includes taxes & fees

1 Nov - 2 Nov

A hotel named "Quality Inn & Suites" with a modern design, featuring a prominent sign and a flag.

A wooden table with breakfast items including waffles, a bowl of cereal, a bottle of syrup, a banana, and an apple.

A reception desk with a sign reading "Quality Inn & Suites by Choice".

A hotel room with a sofa, armchairs, a TV, a desk, and a patterned carpet.

Quality Inn & Suites Downtown Windsor

Downtown Windsor

S$113

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with seating, a grill, and a fire feature.

A hotel lobby with a cityscape mural, a round table with chairs, sofas, and a television on the wall.

A hotel room with two beds, a red armchair, a sofa, a coffee table, and a TV.

A hotel reception area with a wooden reception desk, a 'hello' sign, a digital screen displaying a map, and vending machines.

TownePlace Suites by Marriott Windsor

Downtown Windsor

S$168

includes taxes & fees

22 Oct - 23 Oct

A modern hotel room with a large bed, a desk with a chair, a bathroom with a stone backsplash, and a blue accent wall.

A spacious room with a stone accent wall, a wooden floor, and a glass door with frosted glass panels.

A long, narrow hallway with a patterned carpet, white walls, and blue doors on both sides.

A modern interior with a leather sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

SureStay Plus by Best Western Windsor

Remington Park

S$90

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, a red bathtub, a desk with a computer, and a mirror reflecting the room.

A stone pillar with white flowers, surrounded by pebbles and small shrubs.

A Lexington Inn & Suites with a covered walkway, multiple windows, and a parking area.

A breakfast bar with fruit bowls, a coffee station, and a bread rack.

Lexington Inn & Suites Windsor

Devonshire

S$81

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.

A spacious lobby with a polished granite floor, a reception desk, and a chandelier.

A hotel room with a desk, chair, television, and a sofa.

A hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Sandwich

S$101

includes taxes & fees

8 Nov - 9 Nov

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Windsor Hotel Reviews

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

10/10 Excellent

"Good place to stay"

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

8/10 Good

"Nice Hotel Room. The actual hotel was kind of quite and not much to do outside of the hotel in surrounding area. Overall, a good stay and I would consider returning."

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

10/10 Excellent

"Hello If you like a clean Hotel and nice rooms, with excellent service and a great location, near the river and restaurants, this is the place for you. Dominic"

Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor

8/10 Good

"how tub didn’t work"

Frequently asked questions

What's Windsor like for family-friendly holidays?

If you've been thinking about a holiday with your children, Windsor is a good choice. The soaring skyscrapers, gardens and restaurants are just a few things that make this an attractive spot for a family holiday. Take to the air and fly into Windsor, ON (YQG), which is the closest airport, or Detroit, MI (DET-Coleman A. Young Municipal), which is located 6.7 mi (10.8 km) from the city centre.

What's the best family accommodation in Windsor?

Best Western Plus Waterfront Hotel is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other options to stay with the children include Comfort Inn & Suites Ambassador Bridge and Holiday Inn & Suites Windsor Ambassador Bridge by IHG.

How many family hotels will I be able to find in Windsor?

Expedia has 5 family-friendly hotels and other accommodation options in Windsor.

When's the best time to book a family-friendly holiday in Windsor?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Windsor is 1001 mm.

What's there to see and do with your family in Windsor?

While you are holidaying in Windsor, you and the family may want to see some interesting spots such as The Colosseum at Caesars Windsor and Chrysler Theatre. Make sure that you have plenty of time to take in activities in the area such as Ford Field and Little Caesars Arena.

What's the best way for us to get around Windsor?

To venture out into the surrounding area, hop on a train at Windsor Station. Windsor may not have many public transport options, so consider renting a car to explore more.