Summer vacations in Windsor

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Enjoy summer in Windsor from June to September

Windsor is a great choice for summer travel from June to September. You can enjoy the outdoors at Dieppe Gardens or Coventry Gardens, or cool off at Adventure Bay Family Water Park. Many properties offer air conditioning for comfort, and some feature indoor pools or seasonal outdoor pools. Explore Downtown Windsor, close to the riverfront, or visit the Olde Walkerville Neighborhood. Several places also provide barbecue grills for outdoor dining.

Summer Stays in Windsor: TownePlace Suites by Marriott Windsor, Ye Olde Walkerville Bed & Breakfast, DoubleTree by Hilton Windsor Hotel & Suites, Stonecroft Inn, and Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

For summer travels in Windsor, you can explore outdoor attractions like Adventure Bay Family Water Park or relax in green spaces such as Dieppe Gardens and Coventry Gardens. Several hotels offer comfortable stays with amenities like air conditioning and pools, making them suitable for warm-weather trips.

TownePlace Suites by Marriott Windsor
Located in Downtown Windsor, this hotel is a good choice for travelers looking to stay cool with air conditioning and maintain their routine with a fitness center. Travelers have given it a 9.2 out of 10 rating.
  • Other amenities: You can also find barbecue grills, free weekend breakfast, and suites with separate bedrooms.
  • Neighborhood: Downtown Windsor
  • Nearby attractions: Adventure Bay Family Water Park (about a 5-minute walk), Windsor Riverfront (about a 5-minute walk), Chrysler Theatre (about a 5-minute walk)
Ye Olde Walkerville Bed & Breakfast
This bed & breakfast in the Walkerville neighborhood offers a comfortable climate and barbecue grills for outdoor cooking. Guests have rated it 9.6 out of 10.
  • Other amenities: The property also features a garden, free rollaway beds, and free self-parking.
  • Neighborhood: Walkerville
  • Nearby attractions: Willistead Park (about a 10-minute walk), Olde Walkerville Neighborhood (about a 10-minute walk), Walkerville Brewery (about a 15-minute walk)
DoubleTree by Hilton Windsor Hotel & Suites
Also in Downtown Windsor, this hotel provides a cool indoor environment and a bar. Travelers rate it 9.2 out of 10.
  • Other amenities: Guests can also use the fitness center, order room service, and enjoy the indoor pool.
  • Neighborhood: Downtown Windsor
  • Nearby attractions: Adventure Bay Family Water Park (about a 5-minute walk), Dieppe Gardens (about a 5-minute walk), Art Windsor-Essex (about a 5-minute walk)
Stonecroft Inn
Located in South Windsor, this hotel offers city views and keeps rooms cool for a comfortable stay. Free self-parking is also available, and guests have given it a 9.6 out of 10 rating.
  • Other amenities: Other features include laundry facilities and blackout drapes.
  • Neighborhood: South Windsor
  • Nearby attractions: Devonshire Mall (about a 10-minute walk), Jackson Park (about a 25-minute walk), Walker Homesite Park (about a 5-minute drive)
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
In the City Center, this hotel provides a fitness center and a bar, along with a comfortable climate. It has an 8.8 out of 10 guest rating.
  • Other amenities: Travelers can also enjoy city views, a sauna, and free cribs.
  • Neighborhood: City Center
  • Nearby attractions: Windsor Riverfront (about a 5-minute walk), The Colosseum at Caesars Windsor (about a 5-minute walk), Detroit Windsor Tunnel (about a 10-minute walk)

Frequently Asked Questions

What amenities should I look for when booking hotels for a summer vacation in Windsor?

When booking hotels for a summer vacation in Windsor, look for amenities that enhance warm-weather stays. A seasonal outdoor pool is ideal for enjoying the sun. Properties offering barbecue grills can provide a relaxing way to dine outdoors. Many travelers also appreciate a water view for scenic summer moments.

What is the weather like in Windsor in August?

In Windsor, August typically sees daytime highs in the 70s to 80s Fahrenheit.

How do I get around Windsor during a summer vacation?

To get around Windsor, travelers can use public transport options. The Windsor Transit Terminal provides connections for local transit. For train travel, Windsor Station offers services to other destinations, making it convenient to explore the area during your summer vacation.

What types of food can I find in Windsor during a summer vacation?

In Windsor, travelers can find a variety of food options for a summer vacation. The dining scene includes European cuisine, with a strong focus on Italian dishes as the dominant choice. You can also enjoy Mediterranean flavors, particularly Greek food.

What are some places to visit in Windsor during a summer vacation?

For a summer vacation in Windsor, you can visit Adventure Bay Family Water Park for some fun. Explore Malden Park, or see a show at the Chrysler Theatre. You can also visit Art Windsor-Essex, a museum, or see the Detroit Windsor Tunnel, a vehicle tunnel between Canada and the United States.

What are the best hotels for a summer vacation in Windsor?

For a summer vacation in Windsor, several hotels offer comfortable stays. The 3-star TownePlace Suites by Marriott Windsor in Downtown Windsor has a 9.2 out of 10 guest rating and provides a 24-hour business center. Also in Downtown Windsor, the 4-star DoubleTree by Hilton Windsor Hotel & Suites has a 9.2 out of 10 guest rating and offers a 24-hour front desk.


Ye Olde Walkerville Bed & Breakfast, a 3.5-star property in Walkerville, is another option with a 9.6 out of 10 guest rating. It features a 24-hour front desk for traveler convenience.

Are there family-friendly hotels in Windsor for summer travel?

Yes, several hotels in Windsor provide free cribs, making them suitable for family summer travel. The 4-star Caesars Windsor Hotel & Casino - A Caesars Rewards Destination in City Center has an 8.8 out of 10 guest rating. Also in Downtown Windsor, the 3-star Four Points by Sheraton Windsor Downtown has an 8.6 out of 10 guest rating, and the 4-star DoubleTree by Hilton Windsor Hotel & Suites has a 9.2 out of 10 guest rating.

Are there hotels for a summer vacation in Windsor near the Ambassador Bridge?

Yes, several hotels in Windsor are near the Ambassador Bridge. Sandwich Boutique Hotel, a 3-star property with a 9.4 out of 10 guest rating score, is about a 15-minute walk from the Ambassador Bridge in the Sandwich neighborhood.


Hampton Inn & Suites by Hilton Windsor, which has a 9 out of 10 guest rating score, is about a 5-minute drive from the Ambassador Bridge. Traveller's Choice Motel is also in the Sandwich area and is about a 30-minute walk from the Ambassador Bridge.

What are the best neighborhoods in Windsor for hotels for a summer vacation?

For a summer vacation in Windsor, Downtown Windsor offers hotels near the Windsor Riverfront, Adventure Bay Family Water Park, and Dieppe Gardens. South Windsor provides options close to Jackson Park and Walker Homesite Park. Consider Walkerville for hotels near Willistead Park, or Devonshire by Devonwood Conservation Area.

Are all taxes and fees included in the prices shown for in Windsor on Expedia?

Yes, with Expedia’s upfront pricing you can compare in Windsor, see what you’ll pay before booking, and choose the right stay for your trip. Whether you’re planning a family vacation or a premium escape, clear pricing helps you plan your trip with ease.

Can I cancel my booking for on Expedia?

Yes, you can—many Expedia hotel reservations offer free cancellation, 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 in Windsor.

Can I find Expedia discounts for in Windsor?

To look for discounts on in Windsor, join One Key™—our free travel rewards program. One Key members get instant discounts with Member Prices and can earn OneKeyCash™* on eligible bookings. You can also save by bundling your hotel and flights together on Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Can I save money by booking flights and in Windsor as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. 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 a travel package. *Savings vary and are not available on all flight and hotel bookings.

How much does it cost to book in Windsor?

Prices for in Windsor vary, but you can find deals from $57 on Expedia. To find great prices, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to find our lowest rates.