Maidstone Holidays from AU$635

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Your Maidstone Holiday

Maidstone is calling! Whatever type of adventure you're organising, you can immerse yourself in the best of this neighbourhood with a Maidstone holiday package. There are so many great nearby attractions to add to your schedule during your trip to Maidstone. What you can't miss? Trentham Racecourse and Maidstone Park. Don't just think about it — take action! Reserve your perfect Maidstone holiday with Expedia and experience travel your way.

Top Holiday Package Deals in Maidstone

Price found within the past 48 hours. Click for updated prices.
The Cobbler Hotel

The Cobbler Hotel

2 out of 5
Te Aro
per person
29 Aug - 3 Sept
found 8 hours ago
Return flight included
Gold Coast (OOL) to Wellington (WLG)
9.6/10 Exceptional! (74 reviews)
I had a lovely stay. It was very easy and a great location.

Reviewed on 26 Jun. 2025

QT Wellington

QT Wellington

5 out of 5
Te Aro
per person
22 Sept - 28 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to Wellington (WLG)
8.8/10 Excellent! (1,002 reviews)
The dining room staff were excellent especially Anthony The sheets were changed the night before I left unnecessarily Sincerely Fenella Playne

Reviewed on 26 Jun. 2025

Rydges Wellington

Rydges Wellington

4.5 out of 5
Pipitea
per person
22 Aug - 29 Aug
found 1 day ago
Return flight included
Melbourne (MEL) to Wellington (WLG)
8.2/10 Very Good! (1,000 reviews)
Good stay. Good service. Overall good. My room needed a little love but otherwise comfy bed and good facilities.

Reviewed on 3 Jul. 2025

U Suites on Courtenay

U Suites on Courtenay

4 out of 5
Te Aro
per person
22 Sept - 28 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to Wellington (WLG)
8.8/10 Excellent! (8 reviews)
Location is CBD. Very convenience but there is a clubhouse nearby open till 3 AM

Reviewed on 10 Nov. 2024

TRYP by Wyndham Wellington, Tory Street

TRYP by Wyndham Wellington, Tory Street

4 out of 5
Te Aro
per person
29 Aug - 3 Sept
found 8 hours ago
Return flight included
Gold Coast (OOL) to Wellington (WLG)
9.2/10 Wonderful! (622 reviews)
It is really over my expecting for stay in Wellington as well as it is closed to our Conference Centre!!

Reviewed on 3 Jul. 2025

Our guide on 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 Heretaunga Players.

Find hotels in Trentham

Our pick of the best Maidstone Hotel Deals

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 AU$120 per night from 20 July to 21 July
AU$120
20 July - 21 July
includes taxes & fees
8.4/10 Very Good! (1,489 reviews)
"Great location. Staff checked us in early and were very helpful."

Reviewed on 6 Jul. 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 AU$167 per night from 27 July to 28 July
AU$167
27 July - 28 July
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Good stay. Good service. Overall good. My room needed a little love but otherwise comfy bed and good facilities."

Reviewed on 3 Jul. 2025

Rydges Wellington
Copthorne Hotel Wellington, Oriental Bay
Copthorne Hotel Wellington, Oriental Bay
4 out of 5
100 Oriental Parade, Oriental Bay, Wellington
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 27 July to 28 July
AU$175
27 July - 28 July
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Great location"

Reviewed on 7 Jul. 2025

Copthorne Hotel Wellington, Oriental Bay
See all 426 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Maidstone holiday package cost?
Chart your own course with our Maidstone holiday packages, which start from only AU$635. 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 homes 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.

Discover the most popular places to visit in Maidstone

Maidstone Park

3.5/5(6 reviews)

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

Trentham Racecourse

3.5/5(5 reviews)

Catch an event at Trentham Racecourse during your trip to Upper Hutt. You can enjoy the cafes while in the area.

Trentham Racecourse

Activities

South African rugby supporters on tour at Panhead brewery

Private Wellington Craft Beer Full Day Tour

AU$315
per adult
Private Wellington Craft Beer Full Day Tour
Cape Palliser lighthouse

Coastal Connoisseur Wellington to Wairarapa Wine & Seal safari

AU$1,948
per adult
Coastal Connoisseur Wellington to Wairarapa Wine & Seal safari
Te Awa Kairangi Grade 2 Scenic Duckie Tour

Te Awa Kairangi Grade 2 Scenic Duckie Tour

AU$138
per adult
Te Awa Kairangi Grade 2 Scenic Duckie 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.