Maidstone Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

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.
Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

2 out of 5
Roseland
per person
Aug 17 - Aug 23
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
8/10 Very Good! (328 reviews)
Easy check in and easy parking

Reviewed on Jul. 11, 2025

Super 8 by Wyndham Ambassador Bridge Windsor ON

Super 8 by Wyndham Ambassador Bridge Windsor ON

2 out of 5
Sandwich
per person
Aug 17 - Aug 23
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
7.6/10 Good! (1,006 reviews)
Breakfast a bit basic even considering rate etc, but overall clean faculty and good service, thank you

Reviewed on Jul. 14, 2025

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
Downtown Windsor
per person
Aug 17 - Aug 23
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
8.6/10 Excellent! (1,248 reviews)
My husband and I stayed here for one night while visiting friends that lived nearby. We were incredibly impressed with how clean the hotel was and how well it was overall maintained. We did have a problem initially with our door key fob, but the manager came up with us and had it attended to within minutes. I've noted in my review that the area around the hotel is not the best, however, sadly that is not to the fault of the hotel, but just the current state of affairs in downtown Windsor. Staff here was fantastic, the breakfast buffet was amazing (especially the warm cinnamon buns) and we would definitely return again.

Reviewed on Jul. 14, 2025

Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
Devonshire
per person
Aug 17 - Aug 23
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
7/10 Good! (1,002 reviews)
Excellent room, located few minutes to Devonshire Mall.

Reviewed on Jul. 14, 2025

Miracle Motel

Miracle Motel

2.5 out of 5
Harwich
per person
Aug 17 - Aug 23
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
8.6/10 Excellent! (40 reviews)
Classic motel recently updated. Spartan, but clean.

Reviewed on Jun. 5, 2025

Maidstone Hotel Deals

Best Western Plus Waterfront Hotel
Best Western Plus Waterfront Hotel
2.5 out of 5
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Jul 20 to Jul 21
CA $136
CA $163 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (1,014 reviews)
"Cleanliness great staff"

Reviewed on Jul. 14, 2025

Best Western Plus Waterfront Hotel
Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is CA $152 per night from Jul 16 to Jul 17
CA $152
CA $207 total
Jul 16 - Jul 17
includes taxes & fees
8.4/10 Very Good! (3,016 reviews)
"We appreciated the level of security at the property."

Reviewed on Jul. 11, 2025

Caesars Windsor
DoubleTree by Hilton Windsor Hotel & Suites
DoubleTree by Hilton Windsor Hotel & Suites
4 out of 5
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 3 to Aug 4
CA $165
CA $198 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Great hotel and service.
"Great room and service. Parking garage attached to the hotel was convenient. We had a view of the riverwalk parkway and the Detroit skyline. Hotel was clean and quiet."

Reviewed on Jul. 8, 2025

DoubleTree by Hilton Windsor Hotel & Suites
See all 408 properties in Maidstone
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Maidstone vacation package cost?
Starting from as low as CA $536, you can create your own Maidstone package. Simply combine flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Maidstone?
Booking a Maidstone vacation package with Expedia is a smart way to save. We have access to more than 550 partner airlines and 1,000,000 hotel options across the globe. With such an awesome range to pick from, you'll have no issues putting together your dream escape.
How far in advance should I book my Maidstone vacation?
While not all airlines release tickets early, it's usually possible to look up international flights on Expedia up to 12 months in advance. This is the time when you'll nab some fantastic deals. If you're booking last minute, there's a chance you could get lucky. Sometimes the lowest prices emerge a few weeks before departure.
What does an Expedia Maidstone travel package include?
Flights, car rentals and hotels --- we bring you the very best bargains. All you have to do is pick your favorite combination. After you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it simple to create an awesome Maidstone vacation.
What should I know before booking a Maidstone travel package?
You can save big by combining your flights, hotels and rental cars. Once you've created your package, you can add on sightseeing tours or experiences. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Maidstone Expedia vacation package?
Yes --- that's the beauty of an Expedia vacation package. You get to decide. We have access to more than 550 airline partners throughout the world, so you have options galore when planning your Maidstone adventure.
If I'm not able to travel, can I cancel my Maidstone vacation package?
You can cancel your Maidstone booking if your travel plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.