Maidstone Vacations
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Your Maidstone Vacation
Say goodbye to the hassle of planning and hello to a Maidstone vacation package. With the finer details organized before you take off, you can focus on discovering this city, starting with Greektown Historic District, which is good for history, dining and culture. Your trip to Maidstone wouldn't be complete without visiting its top attractions, such as McAuliffe Woods Conservation Area Trail Trailhead. A couple of clicks is all it takes to build a customized Maidstone vacation on Expedia.
Maidstone Hotel Deals
Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E, Windsor, ON
$125 nightly
The price is $150 total per night from Nov 16 to Nov 17
$150 total
Nov 16 - Nov 17
Total with taxes and fees
8.6/10 Excellent! (3,119 reviews)
Friendly staff, clean room, slight upgrade to room, first time here and won’t be last
Reviewed on Nov 9, 2025
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $141 total per night from Nov 30 to Dec 1
$141 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,035 reviews)
Comfortable as always
Reviewed on Nov 11, 2025
Best Western Plus Waterfront Hotel
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $79 total per night from Nov 16 to Nov 17
$79 total
Nov 16 - Nov 17
Total with taxes and fees
8/10 Very Good! (1,013 reviews)
Angeline was AMAZING at the front desk. She even called to make sure everything was good in our room
Reviewed on Nov 8, 2025
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.
Discover the most popular places to visit in Maidstone
Ciocairo Club of Windsor
Why not roll the dice with a visit to Ciocairo Club of Windsor during your time in Tecumseh? Amble around this vibrant area's riverfront or experience its acclaimed theater scene.
Explore a world of travel with Expedia
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- Flights from Québec (YQB) to Windsor (YQG)
- Flights from Kitchener (YKF) to Windsor (YQG)
- Flights from Louisville (SDF) to Windsor (YQG)
- Flights from Abu Dhabi (AUH) to Windsor (YQG)
- Flights from Colorado Springs (COS) to Windsor (YQG)
- Flights from Knoxville (TYS) to Windsor (YQG)
- Flights from Amsterdam (AMS) to Windsor (YQG)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.