Maidstone Vacations from $2,039
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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.
Gilmer Apartment Hotel
Wellington CBD
Price was $2,131, price is now $2,039 per person
$2,039
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wellington (WLG)
8.8/10 Excellent! (1,351 reviews)
Very clean room. Very friendly staff helpful and approachable
Close to a wonderful little bistro
And easy access to main shopping roads
Walkable to railway station
Reviewed on Sep 29, 2025
U Suites on Oriental Parade
Oriental Bay
Price was $2,715, price is now $2,559 per person
$2,559
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wellington (WLG)
10/10 Exceptional! (2 reviews)
Great location for a weekend away. A bit quieter than the central city but so close. Great cafes nearby and New World 4 min walk away. Was lovely to walk along the waterfront and great people watching from the apartment as well. Apartment is suoer clean and modern. Guessing a recent rennovation as everything felt new. Was perfeft for us.
Reviewed on Sep 28, 2025
QT Wellington
Te Aro
Price was $2,291, price is now $2,169 per person
$2,169
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wellington (WLG)
8.8/10 Excellent! (1,004 reviews)
Initially we had done problems. Water temperature in room was terrible. Some staff in bar not friendly/helpful. However - when speaking to concierge he immediately rectified the issues. Changed our room and treated us well. His customer service made a big difference. French waitress at Hippo restaurant was a delight. Overall very good and will stay again.
Reviewed on Sep 26, 2025
U Suites on Courtenay
Te Aro
Price was $2,559, price is now $2,432 per person
$2,432
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Rydges Wellington Airport
Rongotai
Price was $2,162, price is now $2,060 per person
$2,060
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wellington (WLG)
9/10 Wonderful! (1,003 reviews)
As a convenient hotel to spend the night after flying into Wellington airport very late, it was satisfactory.
Having written that, I found the facilities to be very average. Rooms are quiet but lack things like the ability to cool the room down at night and lacking bedside light switches. The breakfast was OK but the arrangement of items was really odd - small plates and cups were not obvious and I never did find teaspoons when they should have been with the tea/coffee making things or with the other cutlery. Strange places for things when it should be a natural flow.
I hope this helps.
Reviewed on Oct 2, 2025
Where to stay in Maidstone
Find the best Maidstone areas and neighborhoods for the activities you enjoy most. Learn more about Maidstone
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 Moonshine Park.
Maidstone Hotel Deals
James Cook Hotel Grand Chancellor
147 The Terrace, Wellington
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $78 total per night from Oct 19 to Oct 20
$78 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (1,592 reviews)
"Staff at check in and out were very friendly and efficient. The hotel is conveniently located. The room was clean."
Reviewed on Oct 1, 2025
Copthorne Hotel Wellington, Oriental Bay
100 Oriental Parade, Oriental Bay, Wellington
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $103 total per night from Oct 5 to Oct 6
$103 total
Oct 5 - Oct 6
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"The hotel was for a conference, the venue was clean and convenient. Staff were very friendly and accomodating. The room i had was dated but exceptionally clean. The view from my window was of the back of the hotel, which was a run down street area. Easy walk to the harbour . Amenities outside the ..."
Reviewed on Sep 25, 2025
Rydges Wellington
75 Featherston St, Wellington
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Oct 24 to Oct 25
$106 total
Oct 24 - Oct 25
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Conveniently located."
Reviewed on Sep 22, 2025
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.
Discover the most popular places to visit in Maidstone
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.
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.
Trentham Racecourse
Catch an event at Trentham Racecourse during your trip to Upper Hutt. You can enjoy the cafes while in the area.
Things to do
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
$119
per adult
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
$119
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.