South Wairarapa District Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top South Wairarapa District Vacation Deals

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 CA $2,765, price is now CA $2,645 per person
CA $2,645
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Wellington (WLG)
9.8/10 Exceptional! (730 reviews)
We stayed in a one-bedroom apartment for several weeks. The place was excellent, and the staff were very helpful.

Reviewed on May 8, 2026

U Suites on Courtenay

U Suites on Courtenay

4 out of 5
Te Aro
Price was CA $3,250, price is now CA $3,050 per person
CA $3,050
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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

Rydges Wellington

4.5 out of 5
Pipitea
Price was CA $2,821, price is now CA $2,689 per person
CA $2,689
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Wellington (WLG)
8.4/10 Very Good! (1,005 reviews)
Still in the process of new owners taking over, so for example can’t accept Amex yet. Most things remain the same - lots of opportunities for new owners to improve, from a fairly average spa with only a few jets working for 3 minutes at a time, to noisy rooms with average aircon. Breakfast very overpriced and omelettes especially poor.

Reviewed on May 7, 2026

QT Wellington

QT Wellington

5 out of 5
Te Aro
Price was CA $2,910, price is now CA $2,780 per person
CA $2,780
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Wellington (WLG)
8.8/10 Excellent! (1,001 reviews)
Great hotel, but the room was a little aged.

Reviewed on Apr 12, 2026

Sofitel Wellington

Sofitel Wellington

5 out of 5
Wellington CBD
Price was CA $2,863, price is now CA $2,736 per person
CA $2,736
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Wellington (WLG)
9.2/10 Wonderful! (750 reviews)
Very welcoming staff, easy check in, great location.

Reviewed on May 10, 2026

South Wairarapa District 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
The price is CA $99 per night from May 16 to May 17
CA $99
CA $115 total
May 16 - May 17
includes taxes & fees
8.8/10 Excellent! (1,732 reviews)
A little overpriced but this is a proper hotel.. and you will have your expectations met.

Reviewed on May 11, 2026

James Cook Hotel Grand Chancellor
Rydges Wellington Airport

Rydges Wellington Airport

4.5 out of 5
28 Stewart Duff Drive, Rongotai Wellington
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from May 15 to May 16
CA $152
CA $175 total
May 15 - May 16
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
convenient stay for catching early overseas flights. takes the stress out of starting the trip.

Reviewed on May 10, 2026

Rydges Wellington Airport
Rydges Wellington

Rydges Wellington

4.5 out of 5
75 Featherston St Wellington
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from May 17 to May 18
CA $138
CA $159 total
May 17 - May 18
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Still in the process of new owners taking over, so for example can’t accept Amex yet. Most things remain the same - lots of opportunities for new owners to improve, from a fairly average spa with only a few jets working for 3 minutes at a time, to noisy rooms with average aircon. Breakfast very overpriced ...

Reviewed on May 7, 2026

Rydges Wellington
See all 999 properties in South Wairarapa District
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.
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Frequently asked questions

How much does a South Wairarapa District vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in South Wairarapa District from just CA $2,645. And the more you bundle, the more money you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to South Wairarapa District?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all covered. Select the combination that suits your style and see your savings grow. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotels worldwide, which lets you customize your South Wairarapa District getaway.
What are the top hotels in South Wairarapa District?
The Martinborough Hotel and Aylstone Boutique Retreat know how to make their guests feel welcome in Martinborough. If you also plan to stay in Cape Palliser, have a look at Aylstone Boutique Retreat and The Royal Hotel. Both are top picks with travelers.
How far in advance should I book my South Wairarapa District vacation?
You'll be rewarded with the biggest variety at the lowest prices by booking your vacation to South Wairarapa District early. Airlines usually publish tickets anywhere up to a year prior to departure, so start your planning ASAP. Having said that, Expedia is committed to providing you with the best deals around, so there's never a bad time to book your dream vacation!
What does an Expedia South Wairarapa District travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply mix and match your favorite bundle and get access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to planning your South Wairarapa District escape, you're in control!
What should I know before booking a South Wairarapa District travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with fabulous discounts. Hotels aren't your only option, though. Book with us and select from island villas, city apartments and even glamping tents!
Can I choose my airline with a South Wairarapa District Expedia vacation package?
Most definitely. Expedia has over 550 airline partners to choose from across the world. With such a big range of choice, finding the right carrier to bring you to South Wairarapa District will be a breeze.
If I'm not able to travel, can I cancel my South Wairarapa District vacation package?
Plans can change in the blink of an eye, so yes, you can. You may be able to cancel or alter your South Wairarapa District vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your airline, hotel or car rental company may charge additional fees. Need more information? Take a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.