Maidstone Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Deluxe Room, 1 King Bed, Harbour View
    Aug 7 - Aug 9

    Rydges Wellington + Flight

    Pipitea
    2 nights
    4.5 star property
    8.4/10 - Very good (1,002 reviews)
    "Wonderful location especially"
    Reviewed May 17, 2026
    Return • Auckland (AKL) - Wellington (WLG)
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    NZ$468
    NZ$351
    per traveller
    found 15 hours ago
    Rydges Wellington
  • Reception
    Jul 8 - Jul 12

    Quest 256 Lambton + Flight

    Wellington CBD
    4 nights
    3.0 star property
    9.8/10 - Exceptional (738 reviews)
    "The perfect position in the centre of the city. Shops and restaurants close by. Relish Cafe a few doors down under the chemist warehouse has lovely food for lunch and a delicious breakfast. The guys behind the counter were very helpful and up for creating what I asked for"
    Reviewed May 17, 2026
    Return • Auckland (AKL) - Wellington (WLG)
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    Save 100% on your flight
    NZ$889
    NZ$623
    per traveller
    found 1 day ago
    Quest 256 Lambton
  • Signature Apartment | Living area
    Jun 17 - Jun 21

    U Suites on Cuba + Flight

    Te Aro
    4 nights
    3.5 star property
    7.0/10 - Good (2 reviews)
    "Nice and close to the cbd. Had a good stay."
    Reviewed February 14, 2025
    Return • Auckland (AKL) - Wellington (WLG)
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    Save 100% on your flight
    NZ$1,118
    NZ$835
    per traveller
    found 20 hours ago
    U Suites on Cuba
  • Apartment | Living area
    Jun 17 - Jun 21

    U Suites on Jessie + Flight

    Te Aro
    4 nights
    4.0 star property
    10/10 - Exceptional (2 reviews)
    "Wonderful central location, close to port, ships, restaurants. Clean, quiet, secure- recommended. "
    Reviewed February 21, 2026
    Return • Auckland (AKL) - Wellington (WLG)
    AKL - WLG • Direct WLG - AKL • Direct
    Save 100% on your flight
    NZ$995
    NZ$752
    per traveller
    found 20 hours ago
    U Suites on Jessie
  • Exterior
    Jul 8 - Jul 12

    Victoria Court Motor Lodge + Flight

    Te Aro
    4 nights
    4.0 star property
    8.4/10 - Very good (661 reviews)
    "Easy parking not secure "
    Reviewed May 4, 2026
    Return • Auckland (AKL) - Wellington (WLG)
    AKL - WLG • Direct WLG - AKL • Direct
    NZ$970
    NZ$740
    per traveller
    found 1 day ago
    Victoria Court Motor Lodge

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 Tawai Park.

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 NZ$134 per night from 14 June to 15 June
NZ$134
14 June - 15 June
includes taxes & fees
8.8/10 Excellent! (1,740 reviews)
"na"

Reviewed on 17 May 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 NZ$195 per night from 24 May to 25 May
NZ$195
24 May - 25 May
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Wonderful location especially"

Reviewed on 17 May 2026

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 NZ$138 per night from 1 June to 2 June
NZ$138
1 June - 2 June
includes taxes & fees
8.8/10 Excellent! (1,533 reviews)
"Great stay"

Reviewed on 17 May 2026

Gilmer Apartment Hotel
See all 525 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 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)

You can take time to visit Trentham Racecourse during your travels to Upper Hutt. You can enjoy the cafes while in the area.

Trentham Racecourse

Staglands Wildlife Reserve

4.5/5(4 reviews)

Explore the great outdoors at Staglands Wildlife Reserve, a lovely green space in Upper Hutt. While you're in the area, stroll along the beautiful beaches.

Staglands Wildlife Reserve

Activities

Wellington Native Bush Walking Tour

Wellington Native Bush Walking Tour

NZ$180
per adult
Wellington Native Bush Walking Tour
Lunch and wine tastings at Le Gra Vineyard.

Private Wairarapa Wine Delights Tour from Wellington

NZ$1,037
per adult
Private Wairarapa Wine Delights Tour from Wellington
Inspecting a live beehive at Greytown Honey

Private Martinborough Foodie Delights Tour from Wellington

NZ$1,057
per adult
Private Martinborough Foodie 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.