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

Find All Inclusive Resorts and Hotels in Windsor

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor All Inclusive Resorts and Hotels

This weekend
Next weekend

Our top choices for Windsor all-inclusive hotels

The Grove Motel

The Grove Motel
Essex
The price is CA $188
CA $213 total
includes taxes & fees
Jul 13 - Jul 14
The Grove Motel

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (676 reviews)
The price is CA $161
CA $193 total
includes taxes & fees
Jul 5 - Jul 6
Hyatt Place Windsor

The Grove Hotel

The Grove Hotel
2.0 star property
Kingsville
9.0 out of 10, Wonderful, (4 reviews)
The price is CA $169
CA $191 total
includes taxes & fees
Jul 5 - Jul 6
The Grove Hotel

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.2 out of 10, Very good, (1,047 reviews)
The price is CA $110
CA $132 total
includes taxes & fees
Jun 30 - Jul 1
Best Western Plus Waterfront Hotel

The Woodbridge House

The Woodbridge House
3.0 star property
Kingsville
9.6 out of 10, Exceptional, (173 reviews)
The price is CA $169
CA $207 total
includes taxes & fees
Jul 1 - Jul 2
The Woodbridge House

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination
4.0 star property
City Centre
8.6 out of 10, Excellent, (3,273 reviews)
The price is CA $79
CA $120 total
includes taxes & fees
Jul 13 - Jul 14
Caesars Windsor - A Caesars Rewards Destination

Traveller's Choice Motel

Traveller's Choice Motel
2.0 star property
Sandwich
5.6 out of 10, (247 reviews)
The price is CA $63
CA $75 total
includes taxes & fees
Jun 30 - Jul 1
Traveller's Choice Motel

Stonecroft Inn

Stonecroft Inn
3.0 star property
South Windsor
9.6 out of 10, Exceptional, (1,775 reviews)
The price is CA $135
CA $162 total
includes taxes & fees
Jul 1 - Jul 2
Stonecroft Inn

Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor
2.5 star property
Tecumseh
9.6 out of 10, Exceptional, (99 reviews)
The price is CA $170
CA $192 total
includes taxes & fees
Jul 6 - Jul 7
Towneplace Suites By Marriott Tecumseh Windsor

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
2.5 star property
Lakeshore
9.6 out of 10, Exceptional, (1,005 reviews)
The price is CA $161
CA $193 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
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.

Choose what matters most at all-inclusive hotels in Windsor

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 $75 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.
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™—Expedia's free travel rewards program—to access discounted Member Prices and member-only perks. Typically, booking in advance will help you save on your all-inclusive hotel. If you're feeling spontaneous, be sure to check for last-minute deals.
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.

Explore a world of travel with Expedia