Walk Through the Heart of Southland's Oldest Inland Town
Winton Heritage Trail
The Winton Heritage Trail is a 5km self-guided journey through one of Southland's earliest inland settlements. With 14 heritage stops scattered through the town, the trail reveals stories of gold rushes, pioneering families, and the evolution of Winton from "a hole in the bush" to a thriving rural hub.
A Trail of Town & Time
Established in 1861 and named after boundary rider Thomas Winton, the town grew rapidly during the gold rush era. By 1863, streets were surveyed and named after nobility from a medieval jousting tournament—adding a touch of Scottish flair to this Kiwi town.
The trail includes:
- Historic buildings like the old post office and police barracks
- Homes of prominent residents who shaped Winton's development
- Ivy Russell Reserve – a peaceful green space perfect for a stroll
- Winton Cemetery – resting place of early settlers and Minnie Dean, NZ's only female executed criminal
The flat, easy trail can be walked in 1–2 hours or driven in 15 minutes, but allow extra time to explore the sites and enjoy the town's charm.
Trail Map & Info
You can start the trail from any point along the route and download the brochure for maps, site details, and travel tips.
Activities around the Winton Heritage Trail
Invercargill Heritage Trail
Explore 18 heritage sites on the Invercargill Heritage Trail. Discover Victorian, Edwardian, and Art Deco architecture, parks, and civic landmarks in Southland’s capital city. Read More
Riverton-Aparima South Coast Heritage Trail
Discover 14 heritage sites along Southland's Riverton–Aparima South Coast Heritage Trail. Explore coastal history, Māori stories, and early settler life with a downloadable map and local insights. Read More
Bluff Heritage Trail
Explore 17 historic sites on the Bluff Heritage Trail. Discover shipwrecks, churches, and the legacy of Prime Minister Sir Joseph Ward in one of New Zealand's oldest towns. Read More
Takitimu Heritage Trail
Follow the Takitimu Heritage Trail through Southland's mountain foothills. Discover 12 historic sites showcasing farming, coal mining, and community spirit, with a downloadable map and local insights. Read More
Northern Southland Heritage Trail
Explore 15 heritage sites along the Northern Southland Heritage Trail. Discover historic railways, churches, and homesteads across 110km of scenic plains and pioneering history. Read More
Catlins Coastal Heritage Trail
Discover 13 heritage sites along Southland's Catlins Coastal Heritage Trail. Explore fossil forests, lighthouses, and historic settlements with a downloadable map and scenic coastal drives. Read More
Invercargill Heritage Trail
Explore 18 heritage sites on the Invercargill Heritage Trail. Discover Victorian, Edwardian, and Art Deco architecture, parks, and civic landmarks in Southland’s capital city. Read More
Riverton-Aparima South Coast Heritage Trail
Discover 14 heritage sites along Southland's Riverton–Aparima South Coast Heritage Trail. Explore coastal history, Māori stories, and early settler life with a downloadable map and local insights. Read More
Bluff Heritage Trail
Explore 17 historic sites on the Bluff Heritage Trail. Discover shipwrecks, churches, and the legacy of Prime Minister Sir Joseph Ward in one of New Zealand's oldest towns. Read More
Takitimu Heritage Trail
Follow the Takitimu Heritage Trail through Southland's mountain foothills. Discover 12 historic sites showcasing farming, coal mining, and community spirit, with a downloadable map and local insights. Read More
Northern Southland Heritage Trail
Explore 15 heritage sites along the Northern Southland Heritage Trail. Discover historic railways, churches, and homesteads across 110km of scenic plains and pioneering history. Read More
Catlins Coastal Heritage Trail
Discover 13 heritage sites along Southland's Catlins Coastal Heritage Trail. Explore fossil forests, lighthouses, and historic settlements with a downloadable map and scenic coastal drives. Read More