Maidstone Vacations from $657
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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 $772, price is now $657 per person
$657
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Windsor (YQG)
9.8/10 Exceptional! (51 reviews)
My husband and I along with our service dog spent 5 days at this lovely hotel. It felt like home. The hotel is new and spotless and in a great location with free car charging stations that we used nightly. The staff was amazing. The rooms are well equipped and comfortable. We used the laundry and it was quick and clean. The free breakfast was always fresh with many choices. We also enjoyed the bar area and invited a couple friends to join us after dinner.
We would highly recommend this hotel and will stay again when we’re back in the area.
Reviewed on Apr 29, 2026
Hotel STRY
Price was $978, price is now $770 per person
$770
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Windsor (YQG)
10/10 Exceptional! (29 reviews)
What a great location! Such a fun night away! Loved th day spa pure located right under it! The missing O bar is so cool and delicious!
Reviewed on Feb 13, 2026
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Price was $825, price is now $672 per person
$672
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Windsor (YQG)
9.4/10 Exceptional! (1,004 reviews)
Always so clean and enjoyed the complimentary breakfast
Reviewed on Apr 29, 2026
Maidstone Hotel Deals
Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$132 nightly
The price is $158 total per night from Jun 1 to Jun 2
$158 total
Jun 1 - Jun 2
Total with taxes and fees
8.6/10 Excellent! (3,222 reviews)
Clean room
Reviewed on May 5, 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $122 total per night from May 17 to May 18
$122 total
May 17 - May 18
Total with taxes and fees
9.2/10 Wonderful! (1,087 reviews)
Hotel is always clean and well cared for. Staff is always very friendly and ready to help.
Reviewed on May 5, 2026
Comfort Inn & Suites Ambassador Bridge
2330 Huron Church Rd Windsor ON
Fully refundable
$62 nightly
The price is $74 total per night from May 27 to May 28
$74 total
May 27 - May 28
Total with taxes and fees
8/10 Very Good! (1,290 reviews)
Typical breakfast menu...it was ok...nothing great...but they said there is food 'til 10 AM and i was there at 9:50 and everything was cleaned up totally! I did t get anything. The next morning i was there at 9:40 and the lady was in the process of putting it all away. At least i got something. The ...
Reviewed on May 5, 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 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.