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 All Inclusive Resorts and Hotels

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Windsor all-inclusive hotels

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.
A building entrance with a statue, two benches, and a logo on the wall.
A bar area with multiple seating options, a wine rack, and a bar counter.
A modern building with a prominent Caesars sign, large windows, and a clean, white facade.

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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
City Centre
CA $63
CA $101 total
includes taxes & fees
Oct 12 - Oct 13
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
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.
A modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.

2. Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
CA $139
CA $166 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Windsor Waterfront by IHG
A Stonecroft Inn with a stone facade, large windows, and a covered entrance.
A wall with the Stonecroft Inn logo, a stone-like design, and the name of the inn.
A modern reception area with a marble counter, wooden flooring, and seating arrangements.
A hotel room with a bed, a TV on a dresser, a desk, and a door leading to a bathroom.

3. Stonecroft Inn

Stonecroft Inn
South Windsor
CA $130
CA $156 total
includes taxes & fees
Sep 13 - Sep 14
Stonecroft Inn
A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.
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.
A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.

4. Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
CA $130
CA $156 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites by Hilton Windsor
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 DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.
A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

5. DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
CA $147
CA $176 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Windsor Hotel & Suites
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 hotel room with a bed, a desk, a TV, a sofa, and a view of the city.
A tall building with a modern design, a restaurant named 'River Room' at the base, and a distinctive logo on the facade.
A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

6. Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
Downtown Windsor
CA $126
CA $151 total
includes taxes & fees
Sep 20 - Sep 21
Best Western Plus Waterfront Hotel
A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.
A modern living room with a fireplace, comfortable seating, and large windows.
An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.
A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.

7. Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
CA $152
CA $182 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Windsor
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.
A breakfast table with toast, muffins, sausages, and scrambled eggs.
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 spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.

8. Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
CA $88
CA $105 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Ambassador Bridge
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 modern lobby with a fireplace, seating area, and a pantry.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A bar area with a long counter, multiple stools, and a wine display.

9. Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
Downtown Windsor
CA $137
CA $164 total
includes taxes & fees
Sep 20 - Sep 21
Four Points by Sheraton Windsor Downtown
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.

10. Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor
Devonshire
CA $66
CA $79 total
includes taxes & fees
Sep 13 - Sep 14
Lexington Inn & Suites Windsor
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Choose what matters most at all-inclusive hotels in Windsor

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Find out more about Windsor

Discover top Windsor attractions

For travellers considering an all-inclusive stay in Windsor, Ontario, the city presents a delightful mix of activities and experiences that cater to families and those seeking a bit of adventure. Begin your exploration at the Windsor Sculpture Park, an outdoor gallery featuring over 30 large-scale sculptures along the waterfront, perfect for a leisurely stroll with the kids or a family photo op. Just a stone's throw away, the Canadian Club Brand Centre offers a fascinating insight into the history of Canadian whisky, where you can enjoy tastings and guided tours. For some family fun, Adventure Bay Family Water Park is a fantastic spot, thrilling water slides, a lazy river, and an interactive splash pad that guarantees a day of excitement. Art enthusiasts will appreciate the Art Gallery of Windsor, home to an impressive collection of Canadian and international art, often hosting family-friendly workshops. After a day of exploration, indulge in the culinary offerings of all-inclusive hotels in the area, which typically include buffet-style dining featuring local and international cuisine, along with themed dinner nights that cater to diverse palates. The waterfront area offers a range of hotel options that combine stunning views with luxury amenities, ensuring a relaxing experience after a day packed with activities. From attentive service to thoughtfully curated family experiences, Windsor is well-equipped for high-expectation travellers looking for both comfort and quality.

Top Windsor Hotel Reviews

Frequently asked questions

How much does an all-inclusive hotel in Windsor cost?
Enjoy staying in an all-inclusive hotel in Windsor, with hotels from CA $79 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What area of Windsor is best for all-inclusive hotels?
The waterfront area of Windsor, Ontario, is the prime location for travellers seeking all-inclusive hotels that combine luxury with convenience. This picturesque neighbourhood boasts stunning views of the Detroit skyline, making it a superb backdrop for relaxation. Along the riverfront, you'll find beautifully landscaped parks and pathways ideal for leisurely strolls or family picnics. Moreover, the proximity to attractions such as the Windsor Sculpture Park and the Canada South Science City enhances its appeal for those looking to explore.For couples searching for a romantic escape, the waterfront area offers a range of high-end hotels that provide all-inclusive packages, complete with gourmet dining and spa services. Imagine enjoying a candlelit dinner overlooking the water as the sun sets—it's an experience that creates lasting memories together.Families will appreciate the convenience of all-inclusive resorts that cater to children, featuring pools, entertainment programs, and easy access to local attractions. With options that include family-friendly dining and organised activities, parents can relax while their children enjoy a fun-filled holiday.
What is the best time to stay at an all-inclusive hotel in Windsor?
The best time to stay at an all-inclusive hotel in Windsor, Ontario, is during the summer months, particularly July and August. During this period, temperatures typically range from 20°C to 27°C, offering warm and pleasant weather ideal for enjoying outdoor activities and exploring the beautiful waterfront along the Detroit River.This peak tourist season sees a variety of attractions and events, making it an exciting time to visit. Visitors can take advantage of the numerous festivals, concerts, and the vibrant setting at local parks. The warm evenings are superb for enjoying outdoor dining at various restaurants or simply strolling along the riverfront.For families travelling with children, staying in the summer allows for maximum enjoyment of the hotel's amenities, such as pools and recreational activities. It's also a great time to visit nearby attractions like the Canada South Science City or take a day trip to Point Pelee National Park.If you're looking for a more budget-friendly alternative, consider visiting in June or September. These shoulder-season months still offer pleasant temperatures—averaging around 18°C to 24°C—while providing a quieter experience and often better rates on accommodations.
Is it cheaper to book an all-inclusive hotel and flight package in Windsor?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Windsor?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Windsor for you.
How can I save on an all-inclusive hotel in Windsor with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Windsor. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.

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