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
Trentham
2 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.
Silverstream
1 out of top 10 points of interest in this area
While Silverstream isn't home to many top sights, Trentham Racecourse and Trentham Camp Golf Course are some notable places to visit nearby.
Upper Hutt Central
1 out of top 10 points of interest in this area
If you're spending some time in Upper Hutt Central, Upper Hutt City Council and Gillies Group Theatre are top sights worth seeing.
Mangaroa
While Mangaroa isn't home to many top sights, Oxford Park and Maidstone Park are some notable places to visit nearby.
Craigs Flat
While there might not be top attractions in Craigs Flat, you can explore the larger area and discover places like Karapoti Park and Oxford Park.
Maidstone Hotel Deals
James Cook Hotel Grand Chancellor
147 The Terrace Wellington
Fully refundableReserve now, pay when you stay
CA $99
CA $113 total
Sep 13 - Sep 14
includes taxes & fees
8.8/10 Excellent! (1,802 reviews)
"Great views of harbour from the junior suite where we stayed. Lounge is right next door so great access for free snacks and non alcoholic drinks, but you do hear others going into it too. Worth it though. Staff were really friendly and helpful. Location is really good, within walking distance of ..."
Reviewed on Sep 1, 2026
Rydges Wellington
75 Featherston St Wellington
Fully refundableReserve now, pay when you stay
CA $144
CA $166 total
Sep 21 - Sep 22
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"The hotel was nice and clean! I have no chance to use their amenities but overall it was good."
Reviewed on Sep 2, 2026
Gilmer Apartment Hotel
10 Gilmer Terrace Wellington
Fully refundableReserve now, pay when you stay
CA $95
CA $109 total
Sep 6 - Sep 7
includes taxes & fees
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.
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.
Stay near popular Maidstone attractions
Maidstone Park
8.4/10 (22 reviews)
Explore the great outdoors at Maidstone Park, a lovely green space in Upper Hutt. You can enjoy the cafes while in the area.
Brewtown Upper Hutt
You can take time to visit Brewtown Upper Hutt during your travels to Upper Hutt.
Things to do
Te Awa Kairangi Grade 2 Scenic Rafting Tour
CA $123
per adult
Wellington Remutaka Rail Trail eBike Cycle Tour
CA $198
per adult
Private Wairarapa Wine Delights Tour from Wellington
CA $919
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.