Maidstone Vacations from $664
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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.
The Latest Maidstone Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Towneplace Suites By Marriott Tecumseh Windsor
Price was $731, price is now $664 per person
$664
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Windsor (YQG)
9.6/10 Exceptional! (41 reviews)
This is a nice, new hotel. I hope they can keep it up in terms of cleanliness and freshness, because we had a great stay and will stay here again in the future as long as it’s the same experience. Room is well equipped, with comfortable beds, linens and pillows. Tyler at the bar was great and made a good cocktail. I love to see a hotel like this with a bar. Very reasonable prices.
Reviewed on Mar 9, 2026
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Price was $753, price is now $669 per person
$669
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
Little Rock (LIT) to Windsor (YQG)
9.4/10 Exceptional! (1,002 reviews)
Breakfast was good.
The people were friendly.
Lot was well lit with multiple entry points, so you're not required to walk around the building at night to get in.
Reviewed on Apr 9, 2026
Maidstone Hotel Deals
Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$86 nightly
The price is $102 total per night from May 10 to May 11
$102 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (3,181 reviews)
No wifi not great
Reviewed on Apr 8, 2026
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Fully refundable
$101 nightly
The price is $121 total per night from May 10 to May 11
$121 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (1,363 reviews)
Staff was super friendly and accommodating, and breakfast was fantastic, especially the woman who worked that area. However our room had towels with hair on it, extra toilet paper had stains on the roll. There was a drum show that went on in the plaza outside at 1:45am due to a game upset in the ...
Reviewed on Apr 2, 2026
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
1855 Huron Church Road Windsor ON
Fully refundable
$78 nightly
The price is $94 total per night from Apr 19 to Apr 20
$94 total
Apr 19 - Apr 20
Total with taxes and fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.