Maidstone Vacation Packages

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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

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 Trentham Camp Golf Course.

Find hotels in Trentham

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 CA $92 per night from Jul 27 to Jul 28
CA $92
CA $107 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,513 reviews)
Consistently the best place to stay in Wellington
"I love staying at this hotel. Gorgeous room, outstanding staff, convenient location and parking, perfect amenities, great food and service."

Reviewed on Jul. 19, 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 CA $136 per night from Jul 27 to Jul 28
CA $136
CA $156 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
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Reviewed on Jul. 16, 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 CA $132 per night from Aug 17 to Aug 18
CA $132
CA $151 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Great place to stay in wellington with an amazing harbour view day or night. The room was a great set out although a little tired but very comfortable bed and excellent waterfront location. Will go back again"

Reviewed on Jul. 17, 2025

Copthorne Hotel Wellington, Oriental Bay
See all 420 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 Vacations

All Inclusive Vacations

Beach Vacations

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Family Vacations

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Frequently asked questions

How much does a Maidstone vacation package cost?
Chart your own course with our Maidstone vacation 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 vacation 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 vacation?
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 travelers 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 vacation rentals like beachside villas and short-term homes. You've got loads of choices!
Can I choose my airline with a Maidstone Expedia vacation 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 vacation package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Maidstone vacation 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

CA $280
per adult
Private Wellington Craft Beer Full Day Tour
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

CA $165
per adult
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Sleepy Seal at the Cape Palliser Seal Colony

Scenic South Wairarapa Full Day Tour from Wellington

CA $884
per adult
Scenic South Wairarapa Full Day 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.