
Maidstone Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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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.
Top Holiday Package Deals in Maidstone
Price found within the past 48 hours. Click for updated prices.


Nicklin House
Price was CA $1,758, price is now CA $955 per person
CA $955
per person
Oct 6 - Oct 10
found 4 hours ago
Roundtrip non-stop flight included
Charlottetown (YYG) to Windsor (YQG)
9.2/10 Wonderful! (77 reviews)
Our stay at Nicklin House was very pleasant. I was initially concerned about the check-in process, but it turned out to be incredibly easy. We were given a code to access the house and could arrive anytime after 3 p.m., which was very convenient.
It was a lovely surprise when I entered the room. There were clean towels, two bathrobes, tissues, earplugs, a moist wipe, slippers, a cute bar of soap, and bottles of water waiting for us. They even provided a picnic bag with glasses, plates, and cutlery, as well as a beach bag with a towel and a mat for the sand. It’s all about the small details that make the experience feel extra special.
Having the code to enter the house was a great feature—it didn’t matter what time I returned, which gave me a lot of flexibility.
Breakfast was delicious and satisfying: freshly squeezed orange juice, fresh fruit, yogurt, oatmeal, scrambled eggs, coffee, toast, and jelly.
The location is perfect—right next to the main street in Leamington and just three blocks from a restaurant I really enjoyed (Taqueria Ajua). It’s also very close to Point Pelee National Park, only about a 15-minute drive.
I highly recommend this place.
Reviewed on Aug. 27, 2025

Motel 6 Windsor, ON
South Cameron
Price was CA $1,663, price is now CA $946 per person
CA $946
per person
Oct 6 - Oct 10
found 4 hours ago
Roundtrip non-stop flight included
Charlottetown (YYG) to Windsor (YQG)
7.4/10 Good! (699 reviews)
The property overall was fine I didn't like people hanging out of their rooms and hanging all over my brand new vehicle as if they owned it that was not pleasurable to go out and find people leaning on it.
The main area in the suite was clean but the bathroom was filthy the sinks were very dirty underneath the lip and there was a corners with bugs in them
For most people that probably isn't a big deal but for me that is a problem.
Reviewed on Aug. 26, 2025

Dream BNB Estate Inn and Retreat House
Price was CA $1,823, price is now CA $1,052 per person
CA $1,052
per person
Oct 6 - Oct 10
found 4 hours ago
Roundtrip non-stop flight included
Charlottetown (YYG) to Windsor (YQG)
9.8/10 Exceptional! (96 reviews)
The house and room was very clean. We did have trouble with key room code , but a quick call and the problem was fixed.
The room had a huge bright bathroom.
There was a good selection of continental breakfast stuff.
Reviewed on Aug. 23, 2025
Maidstone Hotel Deals

Caesars Windsor
377 Riverside Dr E, Windsor, ON
The price is CA $152 per night from Sep 1 to Sep 2
CA $152
CA $207 total
Sep 1 - Sep 2
includes taxes & fees

Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is CA $144 per night from Sep 7 to Sep 8
CA $144
CA $172 total
Sep 7 - Sep 8
includes taxes & fees

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
1855 Huron Church Road, Windsor, ON
Fully refundable
The price is CA $148 per night from Sep 1 to Sep 2
CA $148
CA $182 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (1,013 reviews)
"Overall our stay was good. The bed was so very comfortable. The dressers are worn and older and we did not get coffee cups in our room."
Reviewed on Aug. 24, 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.
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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.