Maidstone Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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

3 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 Pinehill 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 S$114 per night from 30 Jun to 1 Jul
S$114
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (1,467 reviews)
"Great place to stay. The breakfast was very good and in a great location. Staff very friendly. Highly recommend"

Reviewed on 7 Jun, 2025

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 S$153 per night from 15 Jun to 16 Jun
S$153
15 Jun - 16 Jun
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"Good location."

Reviewed on 5 Jun, 2025

Rydges Wellington
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 S$119 per night from 6 Jul to 7 Jul
S$119
6 Jul - 7 Jul
includes taxes & fees
8.6/10 Excellent! (1,290 reviews)
"Clean,amazing milk in ref, with kitchen to cook steaks, with loundry in a room."

Reviewed on 5 Jun, 2025

Gilmer Apartment Hotel
See all 412 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 1,000,000 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.

Things to do

South African rugby supporters on tour at Panhead brewery

Private Wellington Craft Beer Full Day Tour

S$259
per adult
Private Wellington Craft Beer Full Day Tour
Kapiti Coast Private Tour

Kapiti Coast Private Tour

S$457
per adult
Kapiti Coast Private Tour
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

S$137
per adult
100% of travellers recommend
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
See all activities in Upper Hutt

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.