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

2 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 Tawai Park.

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 2.061.400 ₫ per night from 26 Apr to 27 Apr
2.061.400 ₫
2.370.688 ₫ total
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (1,718 reviews)
Excellent stay. Quiet, clean and the staff were excellent.

Reviewed on 14 Apr 2026

James Cook Hotel Grand Chancellor
Rydges Wellington

Rydges Wellington

4.5 out of 5
75 Featherston St Wellington
Fully refundableReserve now, pay when you stay
The price is 2.611.554 ₫ per night from 19 Apr to 20 Apr
2.611.554 ₫
3.003.287 ₫ total
19 Apr - 20 Apr
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Did not visit these areas or partake.

Reviewed on 15 Apr 2026

Rydges Wellington
Bolton Hotel

Bolton Hotel

4.5 out of 5
Corner of Bolton & Mowbray Streets Wellington
Fully refundableReserve now, pay when you stay
The price is 2.696.181 ₫ per night from 18 Apr to 19 Apr
2.696.181 ₫
3.100.670 ₫ total
18 Apr - 19 Apr
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Roomy, spotless, great plunger coffee

Reviewed on 16 Apr 2026

Bolton Hotel
See all 513 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