Greytown to Woodside Trail

Point to point

Highlights & Must-See Features

The Greytown to Woodside Trail is packed with small details that make it worth the trip. Here are the standout features you shouldn’t miss:

• The Historic Oak Avenue: Planted in the 1880s, these trees weren't just for decoration—they were originally intended to be harvested for railway sleepers. Thankfully, they were spared that fate and now form a stunning, cathedral-like archway over the trail. This is a prime spot for photography, especially when the light filters through the leaves.
• Panoramic Mountain Views: The views of the Tararua Range are some of the best in the region. Because the trail is so flat and open, you get an unobstructed 360-degree sense of the Wairarapa valley’s scale.
• Woodside Railway Station: Reaching the end of the trail at Woodside feels like stepping back in time. The station remains an active part of the Wellington commuter rail network, and the historic buildings provide a sense of the "Golden Age" of New Zealand rail.
• The Local "Residents": Keep an eye out for the local livestock. The alpacas are a particular highlight for children, and during the spring months, the paddocks are full of bounding lambs.
• Historical Signage: Scattered along the route are informative plaques that share stories of the old railway line and the people who built it. It’s a great way to engage with the heritage of the area while you catch your breath.

Getting There

Accessing the trail is straightforward, with convenient parking at both ends, making it easy to choose your starting point.

Greytown End: The most popular starting point is at the end of Cotter Street in Greytown. There is off-road parking here for about five cars. If this is full, there is plenty of street parking nearby, or you can park at the local dog park and walk a short distance to the trailhead.

Woodside End: If you prefer to walk toward the town (perhaps with a cafe finish in mind!), head to the Woodside Railway Station. There is a large, loose-gravel car park right by the trailhead, as well as tar-sealed parking and two designated mobility parks.

Mid-way Access: For those who only want to do a portion of the trail, there is a small on-road drop-off point at the midway access on Woodside Road.

Wildlife Spotting

The Wairarapa is a haven for birdlife, and the trail’s mix of mature exotic trees and open farmland attracts a variety of species. As you walk, keep your ears open for the distinctive, melodic call of the Tūī, which are common year-round. You’ll often see them darting between the oak trees or feeding on flax nectar in the spring.

The Kererū (New Zealand Wood Pigeon) is another frequent visitor; listen for the heavy "whoosh-whoosh" of their wings as they fly overhead. Along the fencelines, you’ll likely spot Fantails (Pīwakawaka) performing their aerobatic displays as they hunt for insects kicked up by your footsteps. Other common sightings include Silvereyes, Blackbirds, and House Sparrows.

Tip: For the best birdwatching, try to start your walk in the early morning. The air is still, the birds are most active, and the "dawn chorus" provides a beautiful soundtrack to your journey.

Seasonal Magic & Practical Tips

The Greytown to Woodside Trail is truly a four-season destination, but each time of year offers a different vibe:

• Spring: This is arguably the most "Instagrammable" time. The paddocks are bursting with new life, the lambs are playing, and the fresh green buds on the oaks look vibrant against the blue sky.
• Summer: It gets hot in the Wairarapa! The trail is quite exposed to the sun, so sun protection (hat, sunscreen, and plenty of water) is non-negotiable. Use the macrocarpa shade belts along the way for a rest.
• Autumn: The oak trees turn brilliant shades of gold and bronze. It’s a crisp, stunning time for a walk, and the winds are generally calmer.
• Winter: While it can be chilly, a clear winter’s day offers the sharpest views of the snow-capped Tararua Range. Just wrap up warm!

• Footwear: While the limestone is smooth, comfortable walking shoes or sneakers are best.
• Hydration: There are no water fountains along the trail itself, so bring a full bottle.
• Wind Protection: The Wairarapa is known for its "Nor'westers"—strong winds that can whistle across the plains. Check the forecast; if it’s a windy day, you’ll definitely feel it on this exposed route.

Local & Regional Context

The trail is more than just a recreation path; it is a preserved artery of New Zealand’s colonial history. Greytown was established in 1854 as the country’s first planned inland town, named after Governor Sir George Grey. The railway was the lifeblood of these early settlements, and walking this route connects you to the grit and ambition of the pioneers who transformed this bush-clad valley into productive farmland.

The trail is also a proud member of the Wairarapa Five Towns Trail Network. This ambitious project aims to connect the region's townships through a series of world-class cycleways and walking tracks. You can even extend your adventure by following the connection from Udy Street toward the Waiohine River, linking you further into the heart of the valley’s natural beauty.

After the Walk

One of the best things about finishing a walk in Greytown is the reward waiting for you at the end. The town is famous for its culinary scene, and you are spoilt for choice:

• The Offering: Located just 800m from the trailhead, this cafe is a must-visit. Set in a charming historic building, they serve up fantastic coffee and delicious breakfast and lunch options. Their courtyard is the perfect place to sit back and relax after your 9.2km return trip.
• The White Swan: If you’re after something a bit heartier, head to this iconic pub (about 700m away). It’s a beautifully restored hotel from the 1860s. Grabbing a local craft beer or a glass of Wairarapa Pinot Noir on their deck is a classic Greytown experience.
• Salute Restaurant: For a slightly more refined post-hike meal, Salute offers a quality dining experience. It’s a great spot if you’ve finished your walk in the late afternoon and want to transition straight into a lovely dinner.

Whether you're a local taking the dog for its daily exercise or a visitor exploring the Wairarapa for the first time, the Greytown to Woodside Trail offers a peaceful, scenic, and thoroughly enjoyable New Zealand experience.

Kererū

Hemiphaga novaeseelandiae

New Zealand wood pigeon, a large native bird with iridescent green and purple plumage. Important for seed dispersal of native trees.

Best time: Year-round

800m away

A popular Greytown cafe housed in a charming historic building, known for its delicious breakfast and lunch dishes, sweet treats, and a beautiful courtyard area perfect for sunny days.