Maidstone Holidays from AU$915
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Your Maidstone Holiday
Maidstone is calling! Whatever type of adventure you're organising, you can immerse yourself in the best of this neighbourhood with a Maidstone holiday 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 holiday with Expedia and experience travel your way.
Top Holiday Package Deals in Maidstone
Price found within the past 48 hours. Click for updated prices.
The Cobbler Hotel
Te Aro
AU$979
per person
21 Oct - 24 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Wellington (WLG)
9.6/10 Exceptional! (107 reviews)
Great stay, a great spot, lovely vibe. Only thing noted was a bit of dust build up, and I got catfished by the Supreme coffee container which had Nescafe. Super minor things. Love the easy check in/out.
Reviewed on 25 Aug 2026
Victoria Court Motor Lodge
Te Aro
AU$981
per person
21 Oct - 24 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Wellington (WLG)
8.4/10 Very good! (668 reviews)
We were happy with the location, only a short stroll to restaurants, shopping, bars and the famous cafes of Cuba Street. Te papa Museum is also in close proximity.
Reviewed on 16 Aug 2026
Our guide on 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 Trentham Camp Golf Course.
Silverstream
When in Silverstream, you can plan a visit to Trentham Racecourse and Trentham Camp Golf Course, some noteworthy sights in the nearby area.
Upper Hutt Central
1 out of top 10 points of interest in this area
While visiting Upper Hutt Central, you might make a stop by sights like Gillies Group Theatre and Upper Hutt City Council.
Mangaroa
If you're looking for some top things to see and do in Mangaroa and surrounding area, you can visit Maidstone Park and Oxford Park.
Craigs Flat
While Craigs Flat may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Karapoti Park and Oxford Park.
Our pick of the best Maidstone Hotel Deals
James Cook Hotel Grand Chancellor
147 The Terrace Wellington
Fully refundableReserve now, pay when you stay
AU$107
30 Aug - 31 Aug
includes taxes & fees
Rydges Wellington
75 Featherston St Wellington
Fully refundableReserve now, pay when you stay
AU$146
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Lovely hotel. Clean, comfortable room and great service."
Reviewed on 27 Aug 2026
Gilmer Apartment Hotel
10 Gilmer Terrace Wellington
Fully refundableReserve now, pay when you stay
AU$98
6 Sept - 7 Sept
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 holiday package cost?
Chart your own course with our Maidstone holiday packages, which start from only AU$915. 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 holiday 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 holiday?
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 travellers 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 holiday homes like beachside villas and short-term homes. You've got loads of choices!
Can I choose my airline with a Maidstone Expedia holiday 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 holiday package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Maidstone holiday 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.
Activities
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
AU$182
per adult
Te Awa Kairangi Grade 2 Scenic Rafting Tour
AU$123
per adult
Wellington Remutaka Rail Trail eBike Cycle Tour
AU$198
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.