
Maidstone Vacation Packages
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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 $879, price is now CA $763 per person
CA $763
per person
Nov 11 - Nov 15
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) 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



Travelodge by Wyndham Windsor
Devonshire
Price was CA $883, price is now CA $772 per person
CA $772
per person
Nov 11 - Nov 15
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
7/10 Good! (1,000 reviews)
Clean and quiet. Nice welcoming staff in evening when we arrived. No morning coffee made during breakfast hours which was surprising
Reviewed on Aug. 16, 2025

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Price was CA $1,115, price is now CA $979 per person
CA $979
per person
Nov 11 - Nov 15
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.4/10 Exceptional! (839 reviews)
This is a brand new hotel, extremely clean and quiet, there are a lot of restaurants at walking distance, the breakfast is great, and the staff is nice and helpful, a great experience.
Reviewed on Aug. 26, 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 $161 per night from Sep 4 to Sep 5
CA $161
CA $199 total
Sep 4 - Sep 5
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.