Maidstone Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Maidstone

Find the best Maidstone areas and neighborhoods for the activities you enjoy most. Learn more about Maidstone
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Trentham

4 out of top 10 points of interest in this area

Trentham is noteworthy for its restaurants, and you can make a stop at top attractions like Trentham Racecourse and Whakatiki Buffer Reserve.

Find hotels in Trentham

Top hotels in Maidstone

James Cook Hotel Grand Chancellor

James Cook Hotel Grand Chancellor

4.5 out of 5
147 The Terrace Wellington
Fully refundableReserve now, pay when you stay
The price is 2.118.500 ₫ per night from 31 Jan to 1 Feb
2.118.500 ₫
2.436.275 ₫ total
31 Jan - 1 Feb
includes taxes & fees
8.6/10 Excellent! (1,654 reviews)
Check in and check out was a breeze with very friendly staff. Rooms were tidy and spacious. Shower was huge with excellent pressure. Towels were soft and a great size. Beds and pillows were very comfortable. Would not hesitate to recommend to family and friends. Will definitely stay again.

Reviewed on 9 Jan 2026

James Cook Hotel Grand Chancellor
Gilmer Apartment Hotel

Gilmer Apartment Hotel

3.5 out of 5
10 Gilmer Terrace Wellington
Fully refundableReserve now, pay when you stay
The price is 2.017.566 ₫ per night from 18 Jan to 19 Jan
2.017.566 ₫
2.320.262 ₫ total
18 Jan - 19 Jan
includes taxes & fees
8.8/10 Excellent! (1,430 reviews)
Great clean and close to everything

Reviewed on 12 Jan 2026

Gilmer Apartment Hotel
Rydges Wellington

Rydges Wellington

4.5 out of 5
75 Featherston St Wellington
Fully refundableReserve now, pay when you stay
The price is 2.603.866 ₫ per night from 17 Jan to 18 Jan
2.603.866 ₫
2.994.408 ₫ total
17 Jan - 18 Jan
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
All was as you would expect- i live part time in Wellington and stay in the city for the occasional day- great stay

Reviewed on 9 Jan 2026

Rydges Wellington
See all 499 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?
Chart your own course with our Maidstone holiday packages, which start from only . Choose the hotels and flights that suit your travel plans. Then, add on some activities or tours for a one-of-a-kind getaway.
How do I get a cheap travel package to Maidstone?
Book everything in one place with our Maidstone holiday packages. We have incredible bargains on flights, hotels and more that'll keep your travel budget happy and your adventurousness alive. And, with more than 550 air carriers and 1null000null000 hotel options globally to select from, you have countless opportunities to mix and match as you please.
Where should I stay in Maidstone?
Maidstone is home to numerous interesting places to see, such as Trentham Racecourse. Secure a room in a hotel nearby and make sightseeing hassle-free.
How far in advance should I book my Maidstone holiday?
It all depends on the air carrier, but it's usually possible to compare international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky travellers will sometimes score a cheaper seat just weeks prior to departure dates.
What does an Expedia Maidstone travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to build your perfect Maidstone travel package. Once you've made your booking, you can add on the fun things like tours and experiences. Remember, the more you bundle, the greater the savings!
What should I know before booking a Maidstone travel package?
Booking all the parts of your trip together is a terrific way to save. Combine your car rentals, airfares and hotels into a tidy little package. But hotels aren't your only option. Expedia features all kinds of properties, including holiday rentals like beachside villas and short-term homes. You've got loads of choices!
Can I choose my airline with a Maidstone Expedia holiday package?
You can, and with over 550 airlines to pick from throughout the world, you're spoiled for choice. Scroll through the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Maidstone holiday package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Maidstone holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings made more than 24 hours ago, you may incur a fee from your hotel, airline or car rental company. For further information, browse our Customer Service Portal. We're here to help you each step of the way.

Popular places to visit

Maidstone Park

Explore the great outdoors at Maidstone Park, a lovely green space in Upper Hutt. You can enjoy the cafes while in the area.

Maidstone Park