Maidstone Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Maidstone

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 2.252.814 ₫ per night from 16 Jul to 17 Jul
2.252.814 ₫
2.698.421 ₫ total
16 Jul - 17 Jul
includes taxes & fees
8.2/10 Very good! (1,105 reviews)
"Very beautiful view! Def. Would book again"

Reviewed on 15 Jul 2026

Best Western Plus Waterfront Hotel
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 1.465.535 ₫ per night from 16 Jul to 17 Jul
1.465.535 ₫
2.219.189 ₫ total
16 Jul - 17 Jul
includes taxes & fees
Caesars Windsor - A Caesars Rewards Destination
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 2.722.892 ₫ per night from 4 Aug to 5 Aug
2.722.892 ₫
3.261.480 ₫ total
4 Aug - 5 Aug
includes taxes & fees
9.2/10 Wonderful! (1,131 reviews)
"The view from the room was amazing. We were quite comfortable there. The Starbucks coffee in the hotel lobby was pretty good. The location is excellent--easy walk to the casino, restaurants, and the Linq bus that took us to Detroit for a ball game. The riverfront area is lovely. The front desk staff ..."

Reviewed on 13 Jul 2026

DoubleTree by Hilton Windsor Hotel & Suites
See all 472 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.

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 1null000null000 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.