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
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $80 total per night from Jan 18 to Jan 19
$80 total
Jan 18 - Jan 19
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
Staff was really nice. Room was clean. Would go back.
Reviewed on Jan 6, 2026
Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$146 nightly
The price is $174 total per night from Jan 12 to Jan 13
$174 total
Jan 12 - Jan 13
Total with taxes and fees
8.6/10 Excellent! (3,206 reviews)
Yes it was a great stay clean room and friendly staff
Reviewed on Jan 10, 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $138 total per night from Jan 25 to Jan 26
$138 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,062 reviews)
Staff very helpful and informative
Reviewed on Jan 9, 2026
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 great live music.
Explore a world of travel with Expedia
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- Flights from Myrtle Beach (MYR) to Windsor (YQG)
- Flights from San Jose (SJC) to Windsor (YQG)
- Flights from New York (LGA) to Windsor (YQG)
- Flights from Kingston (KIN) to Windsor (YQG)
- Flights from Victoria (YYJ) to Windsor (YQG)
- Flights from Buffalo (BUF) to Windsor (YQG)
- Flights from Portland (PDX) to Windsor (YQG)
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- Flights from Nairobi (NBO) to Windsor (YQG)
- 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.