Two cyclists wearing helmets standing with their bikes by a lakeside with mountains in the background under a clear blue sky.Curved magenta wave shape on a white background.
People sitting and standing outside a café with bicycles parked nearby under a leafy tree.Curved orange swoosh graphic on a white background.
Child jumping with arms raised in front of a wooden playground structure labeled 'Kids Own Playground' with family members watching.Smooth blue curved wave shape on a white background.
Middle-aged couple riding red bicycles on a gravel path through a lush green vineyard with a white house in the background.Curved yellow-orange gradient swoosh on a white background.
Wairarapa New Zealand
Masterton, New Zealand

Why ride our trails?

Explore the Wairarapa Five Towns Trail Network

The Wairarapa Five Towns Trail Network is an exciting new project taking shape across our region - with a long-term vision to create 200km of connected recreational trails to link Featherston, Martinborough, Greytown, Carterton and Masterton. While the full network is still in development - with four trails available so far, we’re steadily building the foundations of what will become a signature Wairarapa experience - inviting visitors and locals alike to discover, explore and fall in love with our region, one trail at a time.

These early trails already offer inviting opportunities for walkers, cyclists and runners of all ages to explore local landscapes, enjoy fresh air, and connect with the stories and culture of our place. As new sections open, the network will grow into a series of safe, welcoming pathways through vineyards, river valleys, farmland and our historic townships.

As one of Lonely Planet’s “Best in Travel 2026” regions, Wairarapa is renowned for its food, wine and stargazing, and our trails will complement this beautifully. Enjoy an active day out, then continue your adventure under the stunning Wairarapa International Dark Sky Reserve, a perfect pairing of day-and-night magic.

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Do, eat & stay

Make a Day (or a Weekend) of It

The Wairarapa Five Towns Trail isn’t just about the ride, it’s about everything along the way. From morning coffee stops and vineyard lunches to boutique stays and hidden art galleries, each town offers something special. Discover local flavours, meet the makers, browse one-of-a-kind shops, and unwind in charming accommodations. Planning a short ride or a multi-day adventure? Visit Destination Wairarapa to see what’s happening in the region and find your perfect place to stay.

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Travel and spend time actively
Do: Get Out There
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Eat: Taste Local
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Stay: Rest Easy

Cycle hire and tours

Hire Bikes and Join Tours Across Wairarapa

Ready to explore? Across Wairarapa, you’ll find friendly local operators offering bike hire, e-bikes, shuttles and guided experiences to suit every kind of recreational trails adventure. Whether you’re planning a relaxed cruise between townships, a family outing on safe, scenic trails, or a full day of exploring with local insights and stories, it’s easy to get everything you need to start your journey. Our operators know these landscapes well, and they make discovering the Five Towns Trail Network simple, enjoyable, and accessible for everyone.

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Cycling Tom Bike Shop & Hire

Grab one of our sweet rides for the day or for the week and explore new territories like never before. With road, mountain, gravel, and e-bikes available there's something to suit everyone.

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Green Jersey Explorer Tours

Discover stunning coastal roads, the Putangirua Pinnacles, Cape Palliser Lighthouse, and more with Green Jersey. Choose from guided or self-guided tours, or simply hire a bike and ride your own adventure. We take care of the details so you can focus on the journey.

All about us…

WAIRARAPA FIVE TOWNS TRAIL TRUST

Across Wairarapa, a shared vision is steadily taking shape - a connected 200km network of trails that will one day link our towns, people and landscapes through a single, interwoven network of recreational trails. Wairarapa Five Towns Trail Trust was created to guide this vision, working in partnership with iwi, councils, local groups and the many passionate volunteers who bring their energy and expertise to this kaupapa. Our journey is still in its early chapters, but our ambition is clear: to build a network of trails that the whole region can be proud of - shaped together, strengthened by community, and created step by step.

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Couple wearing helmets riding bikes on a gravel path beside leafy grapevines with a white house in the background.

Powered by Community Support

We are grateful for the generosity of our supporters, whose funding makes progress possible.

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Cycling Tom Bike Shop & Hire

Grab one of our sweet rides for the day or for the week and explore new territories like never before. With road, mountain, gravel, and e-bikes available there's something to suit everyone.

Photo

Green Jersey Explorer Tours

Discover stunning coastal roads, the Putangirua Pinnacles, Cape Palliser Lighthouse, and more with Green Jersey. Choose from guided or self-guided tours, or simply hire a bike and ride your own adventure. We take care of the details so you can focus on the journey.