Wairarapa Vacation Packages

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Your Wairarapa Vacation

When adventure calls, answer it with a customized vacation package to Wairarapa. Wherever your travels lead and whatever your plans are, get ready to discover a destination that'll make you truly feel alive. Begin your trip to Wairarapa by spending a few days in Masterton, one of the leading cities here. Expedia is a one-stop shop when it comes to planning your Wairarapa vacation. From flights and hotels, to rental cars and more, we know how to curate a travel experience like no other.

Top Wairarapa Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Cobbler Hotel

The Cobbler Hotel

3 out of 5
Te Aro
Price was CA $2,730, price is now CA $2,457 per person
CA $2,457
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Wellington (WLG)
9.6/10 Exceptional! (80 reviews)
Great hotel, comfortable and clean with excelkent service. As a solo traveller I did not feel as safe in the area in the evening as I did elsewhere in NZ, but that is out of the hotels control. I would highly recommend the hotel.

Reviewed on Aug. 5, 2025

TRYP by Wyndham Wellington, Tory Street

TRYP by Wyndham Wellington, Tory Street

4 out of 5
Te Aro
Price was CA $6,438, price is now CA $5,653 per person
CA $5,653
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Wellington (WLG)
9.2/10 Wonderful! (645 reviews)
Very comfortable bed. Had all the facilities..Old hotel but newly renovated in traditional style.Only comment is that could provide Shower cap and makeup (magnifying) mirror. The complimentary options in lobby appreciated.

Reviewed on Aug. 3, 2025

U Suites on Courtenay

U Suites on Courtenay

4 out of 5
Te Aro
Price was CA $3,828, price is now CA $3,388 per person
CA $3,388
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Calgary (YYC) 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

U Suites on Webb

U Suites on Webb

3 out of 5
Te Aro
Price was CA $3,052, price is now CA $2,746 per person
CA $2,746
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Wellington (WLG)
No reviews
U Suites on Oriental Parade

U Suites on Oriental Parade

4 out of 5
Oriental Bay
Price was CA $4,015, price is now CA $3,682 per person
CA $3,682
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Wellington (WLG)
10/10 Exceptional! (2 reviews)

Where to stay in Wairarapa

Find the best Wairarapa areas and neighborhoods for the activities you enjoy most. Learn more about Wairarapa
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Solway

While visiting Solway, you might make a stop by sights like Vintage Aviation Museum and Old Stick & Rudder Company.

Find hotels in Solway

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Wairarapa Hotel Deals

Copthorne Hotel Wellington, Oriental Bay

Copthorne Hotel Wellington, Oriental Bay

4 out of 5
100 Oriental Parade, Oriental Bay, Wellington
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Sep 1 to Sep 2
CA $131
CA $151 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"we have stayed numerus times and like the cleanliness of the room and the location room could do with a bit of a refurb but overall our stay was great"

Reviewed on Aug. 25, 2025

Copthorne Hotel Wellington, Oriental Bay
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 $101 per night from Sep 1 to Sep 2
CA $101
CA $117 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,555 reviews)
"Really amazing staff. Very knowledgeable bar staff, impressed with Emily (I think) who was telling me all about the differences in Whisky or Whiskey"

Reviewed on Aug. 24, 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
The price is CA $137 per night from Sep 7 to Sep 8
CA $137
CA $158 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Stayed here on several occassions haven't been disappointed to date."

Reviewed on Aug. 22, 2025

Rydges Wellington
See all 865 properties in Wairarapa
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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Discover the most popular places to visit in Wairarapa

Henley Lake

Commune with nature and explore the great outdoors at Henley Lake during your travels in Masterton. Visit the spas in this relaxing area, or simply enjoy its cafes.

Henley Lake

Frequently asked questions

How much does a Wairarapa vacation package cost?
From as little as CA $2,457. Yes, you read that correctly. Our Wairarapa vacation packages are the easiest way to stretch your budget. Combine your preferred flights, hotels and rental car and discover this wonderful destination.
How do I get a cheap travel package to Wairarapa?
Combining your hotel and flight with Expedia won't just save precious time — it'll save you a tidy sum too. A Wairarapa vacation package makes it a cinch to put together the perfect trip. With more than 550 airlines all over the world to choose from, finding convenient flights that suit your busy schedule won't be a hassle. Not only that, we've got over 1,000,000 hotels globally to take your pick of. Now that's what we call choice. No matter who you are, Expedia puts the world within your reach.
What are the top hotels in Wairarapa?
When it comes to hotels in Martinborough, The Martinborough Hotel and Aylstone Boutique Retreat are a couple of favorites. If you're visiting Greytown, Boulcott Suites and ibis Wellington look forward to welcoming you.
How far in advance should I book my Wairarapa vacation?
Travelers can normally look up international flights on Expedia up to a year in advance of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheaper ticket only weeks before your flight.
What does an Expedia Wairarapa travel package include?
That depends on what you want. If you're traveling by yourself, you might decide to combine hotels and flights. Bringing the whole family to Wairarapa? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the flexibility to tailor-make your travel package.
What should I know before booking a Wairarapa travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Wairarapa Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're eager to fly to Wairarapa in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners around the world.
If I'm not able to travel, can I cancel my Wairarapa vacation package?
It's good to know that you can cancel your Wairarapa booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.