Maidstone Vacations

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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.

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 Whakatiki Buffer Reserve.

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
$104 nightly
The price is $120 total per night from Feb 22 to Feb 23
$120 total
Feb 22 - Feb 23
Total with taxes and fees
8.6/10 Excellent! (1,680 reviews)
Perfect stay for a quick trip in Wellington. Location couldn't be better. Buffet breakfast is excellent. All staff were lovely and room clean and met needs/expectation.

Reviewed on Jan 27, 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
$112 nightly
The price is $129 total per night from Feb 15 to Feb 16
$129 total
Feb 15 - Feb 16
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Clean room. Curtains need attention please

Reviewed on Jan 29, 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
$94 nightly
The price is $108 total per night from Feb 4 to Feb 5
$108 total
Feb 4 - Feb 5
Total with taxes and fees
8.8/10 Excellent! (1,448 reviews)
Fantastic room with stocked kitchen. Great location, wonderful staff and great amenities

Reviewed on Feb 1, 2026

Gilmer Apartment Hotel
See all 505 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
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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

$115
per adult
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

$115
per adult
100% of travellers recommend
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Lunch and wine tastings at Le Gra Vineyard.

Private Wairarapa Wine Delights Tour from Wellington

$595
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.