Maidstone Holidays

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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
A hiker on a grassy hillside with a small stream.

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 Trentham Camp Golf Course.

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A black steam locomotive numbered 847 on railway tracks, surrounded by greenery and trees.

Silverstream

When in Silverstream, you can plan a visit to Silver Stream Railway and Trentham Racecourse, some noteworthy sights in the nearby area.

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Upper Hutt Central

2 out of top 10 points of interest in this area

While visiting Upper Hutt Central, you might make a stop by sights like Upper Hutt City Council and Gillies Group Theatre.

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Mangaroa

If you're looking for some top things to see and do in Mangaroa and surrounding area, you can visit Gillies Group Theatre and Oxford Park.

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Craigs Flat

While Craigs Flat may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Karapoti Park and Oxford Park.

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Top hotels in Maidstone

James Cook Hotel Grand Chancellor

James Cook Hotel Grand Chancellor

147 The Terrace Wellington
Fully refundableReserve now, pay when you stay
S$105
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,802 reviews)
"Large, clean room. Very quiet despite being in the city. Great location - everything within walking distance."

Reviewed on 17 Aug, 2026

James Cook Hotel Grand Chancellor
Rydges Wellington

Rydges Wellington

75 Featherston St Wellington
Fully refundableReserve now, pay when you stay
S$146
30 Aug - 31 Aug
includes taxes & fees
Rydges Wellington
Gilmer Apartment Hotel

Gilmer Apartment Hotel

10 Gilmer Terrace Wellington
Fully refundableReserve now, pay when you stay
S$90
7 Sept - 8 Sept
includes taxes & fees
Gilmer Apartment Hotel
See all 529 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.

Stay near popular Maidstone attractions

Maidstone Park

8.4/10 (22 reviews)
Explore the great outdoors at Maidstone Park, a lovely green space in Upper Hutt. You can enjoy the cafes while in the area.
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Brewtown Upper Hutt

You can take time to visit Brewtown Upper Hutt during your travels to Upper Hutt.
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Things to do

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

S$166
per adult
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Wellington Remutaka Rail Trail eBike Cycle Tour

Wellington Remutaka Rail Trail eBike Cycle Tour

S$180
per adult
Wellington Remutaka Rail Trail eBike Cycle Tour
Lunch and wine tastings at Le Gra Vineyard.

Private Wairarapa Wine Delights Tour from Wellington

S$833
per adult
Private Wairarapa Wine Delights Tour from Wellington
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.