Maidstone Holidays

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Top hotels in Maidstone

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is €109 per night from 12 May to 13 May
€109
12 May - 13 May
includes taxes & fees
8.6/10 Excellent! (3,188 reviews)
Fun

Reviewed on 12 Apr 2026

Caesars Windsor - A Caesars Rewards Destination
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
33 Riverside Drive East Windsor ON
Fully refundable
The price is €106 per night from 19 Apr to 20 Apr
€106
19 Apr - 20 Apr
includes taxes & fees
8.6/10 Excellent! (1,366 reviews)
The breakfast was excellent. I won't be back at this location because of the parking. Should not be first come first served. I came in late as this was a business stay. I couldn't get parking near the hotel and was advised to go to the underground parking. It's too bad as I'm in Windsor 3 times ...

Reviewed on 10 Apr 2026

Holiday Inn Express Windsor Waterfront by IHG
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

3.5 out of 5
1855 Huron Church Road Windsor ON
Fully refundable
The price is €80 per night from 19 Apr to 20 Apr
€80
19 Apr - 20 Apr
includes taxes & fees
7.4/10 Good! (1,004 reviews)
Originally when we went to check-in and was told our room was ready, we went and it was still unclean so we went downstairs and dealt with a very apologetic kind, patient front desk person who offered us an upgrade, which was fantastic. The parking was amazing. It was free very well lit And the room ...

Reviewed on 12 Apr 2026

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
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.

Frequently asked questions

How much does a Maidstone holiday package cost?
Starting from as low as , 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 holiday 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 holiday?
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 favourite 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 holiday.
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 holiday package?
Yes — that's the beauty of an Expedia holiday 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 holiday 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.