Maidstone Holidays

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  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Naumi Studio Wellington

Naumi Studio Wellington

4 out of 5
Te Aro
Price was S$250, price is now S$197 per person
S$197
per person
24 Jan - 26 Jan
found 9 hours ago
Return flight included
Auckland (AKL) to Wellington (WLG)
8.6/10 Excellent! (913 reviews)
It was noisy at night

Reviewed on 13 Dec, 2025

QT Wellington

QT Wellington

5 out of 5
Te Aro
Price was S$349, price is now S$268 per person
S$268
per person
24 Jan - 26 Jan
found 9 hours ago
Return flight included
Auckland (AKL) to Wellington (WLG)
8.8/10 Excellent! (1,000 reviews)
Great breakfast. Helpful staff. Crazy weird lighting in bathroom. Hard to see anything.

Reviewed on 27 Oct, 2025

Quest 256 Lambton

Quest 256 Lambton

3 out of 5
Wellington CBD
Price was S$260, price is now S$200 per person
S$200
per person
24 Jan - 26 Jan
found 9 hours ago
Return flight included
Auckland (AKL) to Wellington (WLG)
9.8/10 Exceptional! (616 reviews)
This is a great hotel right downtown. Next to a Woolworths and shopping. Would stay here again.

Reviewed on 4 Dec, 2025

Rydges Wellington Airport

Rydges Wellington Airport

4.5 out of 5
Rongotai
Price was S$318, price is now S$251 per person
S$251
per person
24 Jan - 26 Jan
found 9 hours ago
Return flight included
Auckland (AKL) to Wellington (WLG)
9/10 Wonderful! (1,001 reviews)
Lovely friendly staff,room was spotless,quiet and so comfortable.

Reviewed on 8 Dec, 2025

Rydges Wellington

Rydges Wellington

4.5 out of 5
Pipitea
Price was S$311, price is now S$248 per person
S$248
per person
24 Jan - 26 Jan
found 9 hours ago
Return flight included
Auckland (AKL) to Wellington (WLG)
8.2/10 Very Good! (1,001 reviews)
We stayed here after the Northern Explorer train. The hotel is a 5” walk from train station. Room was spotless, mattress comfortable, linens crisp, pillows were a bit too big for our comfort. Mini bar in room with no posted prices. The staff was very helpful with walking directions to ferry in the morning.

Reviewed on 21 Dec, 2025

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 Moonshine 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$99 per night from 18 Jan to 19 Jan
S$99
18 Jan - 19 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (1,643 reviews)
Good place to stay

Reviewed on 21 Dec, 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$145 per night from 24 Dec to 25 Dec
S$145
24 Dec - 25 Dec
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
The room was very nice. The restaurant food was excellent.

Reviewed on 5 Dec, 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$95 per night from 25 Dec to 26 Dec
S$95
25 Dec - 26 Dec
includes taxes & fees
8.8/10 Excellent! (1,413 reviews)
Clean There is a short cut which we were told about after we dragged our suitcases up a steep hill. Could have done with it with email check in instructions After hour check in worked well

Reviewed on 17 Dec, 2025

Gilmer Apartment Hotel
See all 500 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 S$197. 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

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

S$150
per adult
100% of travellers recommend
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

S$150
per adult
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Lunch and wine tastings at Le Gra Vineyard.

Private Wairarapa Wine Delights Tour from Wellington

S$779
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.