Maidstone Vacations from $2,333

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Your Maidstone Vacation

Maidstone is calling! Whatever type of adventure you're organizing, you can immerse yourself in the best of this neighborhood with a Maidstone vacation 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 vacation with Expedia and experience travel your way.

The Latest Maidstone Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Rydges Wellington

Rydges Wellington

4.5 out of 5
Pipitea
Price was $2,405, price is now $2,333 per person
$2,333
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to Wellington (WLG)
8.4/10 Very Good! (1,005 reviews)
Still in the process of new owners taking over, so for example can’t accept Amex yet. Most things remain the same - lots of opportunities for new owners to improve, from a fairly average spa with only a few jets working for 3 minutes at a time, to noisy rooms with average aircon. Breakfast very overpriced and omelettes especially poor.

Reviewed on May 7, 2026

U Suites on Courtenay

U Suites on Courtenay

4 out of 5
Te Aro
Price was $2,596, price is now $2,510 per person
$2,510
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) 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 Nov 10, 2024

U Suites on Cuba

U Suites on Cuba

3.5 out of 5
Te Aro
Price was $2,486, price is now $2,411 per person
$2,411
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to Wellington (WLG)
7/10 Good! (2 reviews)
One bathroom is inadequate for 7 people. Curtains falling off in bedroom. Only 6 chairs at dining table. Very small and inadequate living area for 7 people. No dishcloth in kitchen.

Reviewed on Jul 25, 2024

Quest 256 Lambton

Quest 256 Lambton

3 out of 5
Wellington CBD
Price was $2,417, price is now $2,346 per person
$2,346
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to Wellington (WLG)
9.8/10 Exceptional! (725 reviews)
We stayed in a one-bedroom apartment for several weeks. The place was excellent, and the staff were very helpful.

Reviewed on May 8, 2026

QT Wellington

QT Wellington

5 out of 5
Te Aro
Price was $2,449, price is now $2,382 per person
$2,382
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to Wellington (WLG)
8.8/10 Excellent! (1,000 reviews)
Great hotel, but the room was a little aged.

Reviewed on Apr 12, 2026

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

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
$61 nightly
The price is $71 total per night from May 10 to May 11
$71 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (1,738 reviews)
Good

Reviewed on May 8, 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
$115 nightly
The price is $115 total per night from May 10 to May 11
$115 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
Still in the process of new owners taking over, so for example can’t accept Amex yet. Most things remain the same - lots of opportunities for new owners to improve, from a fairly average spa with only a few jets working for 3 minutes at a time, to noisy rooms with average aircon. Breakfast very overpriced ...

Reviewed on May 7, 2026

Rydges Wellington
ibis Wellington

ibis Wellington

3.5 out of 5
153 Featherston St Wellington
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $68 total per night from May 24 to May 25
$68 total
May 24 - May 25
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Nice breakfast comfy bed and pillows. Only issue was intermittent rushing water noise from the bathroom in the night. Was very loud and would wake me up. Nice and handy to course at vic uni

Reviewed on May 5, 2026

ibis Wellington
See all 512 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.
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Beach Vacations
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Discover the most popular places to visit in Maidstone

Maidstone Park

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

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

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

Things to do

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

$130
per adult
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Te Awa Kairangi Grade 2 Scenic Rafting Tour

Te Awa Kairangi Grade 2 Scenic Rafting Tour

$88
per adult
Te Awa Kairangi Grade 2 Scenic Rafting Tour
Wellington Native Bush Walking Tour

Wellington Native Bush Walking Tour

$106
per adult
Wellington Native Bush Walking 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.