Maidstone Vacations from $1,269

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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.
Quest 256 Lambton

Quest 256 Lambton

3 out of 5
Wellington CBD
Price was $1,403, price is now $1,269 per person
$1,269
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Wellington (WLG)
19.6/10 Exceptional! (614 reviews)
Zero complaints. Great central location, nice room, and good value. I would stay here again. The only issue I had was checking in on the weekend - the instructions weren’t clear and I had a wee struggle to find my way to reception.

Reviewed on Nov 15, 2025

U Suites on Courtenay

U Suites on Courtenay

4 out of 5
Te Aro
Price was $2,226, price is now $2,003 per person
$2,003
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip flight included
Seattle (SEA) 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

Willis Village

Willis Village

3.5 out of 5
Te Aro
Price was $1,605, price is now $1,448 per person
$1,448
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Wellington (WLG)
17.6/10 Exceptional! (439 reviews)
Considering the price, room is big and clean kinda have everything needed for a stay.But quite noisy during the night as cars,buses drove by and some rowdy guys wandering on the streets.

Reviewed on Oct 3, 2025

QT Wellington

QT Wellington

5 out of 5
Te Aro
Price was $1,598, price is now $1,445 per person
$1,445
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Wellington (WLG)
17.6/10 Exceptional! (1,000 reviews)
Great breakfast. Helpful staff. Crazy weird lighting in bathroom. Hard to see anything.

Reviewed on Oct 27, 2025

Rydges Wellington Airport

Rydges Wellington Airport

4.5 out of 5
Rongotai
Price was $1,486, price is now $1,353 per person
$1,353
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Wellington (WLG)
18/10 Exceptional! (1,010 reviews)
Nice stay. Lights were back to front, on was off and off was on. Fridge ended up turning off during the night so woke up to warm drinks. Otherwise friendly staff, good location if flying by plane. Would still recommend.

Reviewed on Nov 12, 2025

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

3 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
$88 nightly
The price is $102 total per night from Dec 6 to Dec 7
$102 total
Dec 6 - Dec 7
Total with taxes and fees
8.6/10 Excellent! (1,624 reviews)
Great location and staff. Loved Wellington!

Reviewed on Nov 12, 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
$98 nightly
The price is $113 total per night from Nov 28 to Nov 29
$113 total
Nov 28 - Nov 29
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Staff were friendly, breakfast had decent choices, room had everything I needed for a short stay

Reviewed on Nov 12, 2025

Rydges Wellington
Gilmer Apartment Hotel

Gilmer Apartment Hotel

3.5 out of 5
10 Gilmer Terrace Wellington
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $78 total per night from Nov 23 to Nov 24
$78 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,388 reviews)
Room was clean and the washer and dryer were good to have

Reviewed on Nov 13, 2025

Gilmer Apartment Hotel
See all 486 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
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Maidstone

Staglands Wildlife Reserve, Akatarawa Valley, Upper Hutt, Wellington, New Zealand

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

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

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

Trentham Racecourse

Things to do

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

$116
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

$116
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

$599
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.