Maidstone Holidays

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Your Maidstone Holiday

With plenty of highlights as well as some hidden gems, this city is best explored with a Maidstone holiday package. Find a place to stay in Greektown Historic District, which is good for history, dining and culture. If seeing the sights is on your list of things to do during your trip to Maidstone, schedule a stop at major attractions like McAuliffe Woods Conservation Area Trail Trailhead. Don't delay your visit to this destination any longer. The perfect Maidstone holiday is a few clicks away with Expedia.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Our pick of the best Maidstone Hotel Deals

Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is AU$214 per night from 8 Dec to 9 Dec
AU$214
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (2,508 reviews)
"Easily the worst meal I’ve had at Spagos, everythingthing else was good !"

Reviewed on 27 Nov. 2024

Caesars Windsor
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Holiday Inn Express Windsor Waterfront, an IHG Hotel
2.5 out of 5
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is AU$231 per night from 15 Dec to 16 Dec
AU$231
includes taxes & fees
15 Dec - 16 Dec
8.4/10 Very Good! (1,081 reviews)
"great"

Reviewed on 26 Nov. 2024

Holiday Inn Express Windsor Waterfront, an IHG Hotel
Stonecroft Inn
Stonecroft Inn
3 out of 5
3032 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 1 Dec to 2 Dec
AU$187
includes taxes & fees
1 Dec - 2 Dec
9.4/10 Exceptional! (1,532 reviews)
"Great place to stay when in town for a game. Clean, safe and convenient. Great take n go breakfast for those on the run"

Reviewed on 27 Nov. 2024

Stonecroft Inn
See all 376 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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.