From road running to trail running: how to make the transition (and 6 races in Portugal to get started)

Paula Veloso
by Paula Veloso
6 months ago

If you already run regularly on the road and feel curious about trying trail running, this might be the perfect moment to take that step.

The transition doesn’t need to be complicated. Many runners discover that trail running brings new motivation, improves endurance, and makes training more enjoyable and varied.

Here are a few practical tips to help you make the switch — plus some great trail races in Portugal coming up soon.

What changes when you move from road running to trail running?

The biggest difference is the terrain.

On trails you’ll typically find:

  • climbs and descents
  • uneven surfaces
  • technical sections with rocks, roots or sand
  • less focus on pace and more focus on effort

Unlike road races, trail running is not about maintaining a constant pace. It’s about adapting to the terrain and enjoying the experience.

How to transition safely

You don’t need to change everything at once.

A few simple suggestions:

Start with shorter or less technical trails
Choose distances similar to what you already run comfortably.

Accept walking on climbs
Even experienced trail runners do this.

Train on trails whenever possible
Even one off-road session per week makes a difference.

Pick a race with moderate elevation for your first event

Most importantly: approach trail running with curiosity rather than performance pressure.

6 trail races in Portugal that are great to start with

If you’re thinking about trying your first trail race soon, these upcoming events are excellent options:

TÔR em Movimento — Loulé (May 10)

A great introduction to trail running in southern Portugal, with welcoming atmosphere and accessible routes.

IX Lisboa Green Trail — Lisbon (May 24)

One of the best entry-level trail experiences near the city, combining nature with easy logistics.

IV Trail Praia Mag8 — Sintra (May 24)

Perfect for runners looking for scenic routes between mountains and coastline.

Trail Encostas do Tâmega — Penafiel (May 24)

A solid choice in northern Portugal with balanced terrain and beautiful surroundings.

Furnas Night Trail — Povoação (May 30)

A unique night-trail experience in the Azores, ideal if you’re looking for something different.

Trilhos na Natureza — Oliveira do Bairro (June 6)

An accessible and beginner-friendly trail race perfect for your first experience off-road.

Trail running might change the way you see running

Many runners try trail running just once and end up adding it permanently to their calendar.

Less focus on pace.
More connection with nature.
More variety in training.

If you already run on the road, this might be the right moment to explore a new side of running.

👉 Discover more trail races in Portugal on RaceFinder and choose your next adventure.

More from the blog

Musings on swimming, running and riding for everyday athletes.

Why Trail Running Is Booming in 2026 — And 5 Races to Try in Portugal
15 Oct 2026

Why Trail Running Is Booming in 2026 — And 5 Races to Try in Portugal

For years, running has been dominated by numbers. Faster 10Ks, marathon personal bests, carefully calculated splits, and increasingly detailed training data. But a growing number of runners are discovering something different: the freedom of leaving the road behind. Trail running is gaining momentum in 2026, attracting everyone from experienced marathon runners to people looking for […]

Read More
More Than Just Kilometres: 5 Races to Discover Portugal While Running
14 Oct 2026

More Than Just Kilometres: 5 Races to Discover Portugal While Running

Some runners choose a race based on distance. Others look for a fast course to chase a personal best, a challenging elevation profile, or simply an event that fits into their training schedule. But what if your next race was also an opportunity to discover somewhere new? Portugal is home to running events that offer […]

Read More
Lisbon Is Done. What Should You Race Next?
13 Oct 2026

Lisbon Is Done. What Should You Race Next?

Last weekend put Lisbon into full race mode. On Saturday, 10 October, the EDP Lisbon Marathon took place. On Sunday, it was time for the Hyundai Half Marathon and the EDP 8K, with thousands of runners crossing the city and, in the case of the half marathon, the Vasco da Gama Bridge. But Portugal’s road […]

Read More
IRONMAN Cascais 2026: Everything You Need to Know About IRONMAN and IRONMAN 70.3
12 Oct 2026

IRONMAN Cascais 2026: Everything You Need to Know About IRONMAN and IRONMAN 70.3

Cascais is getting ready to host one of the biggest triathlon events in Portugal. On Saturday, October 17, 2026, IRONMAN Portugal-Cascais and IRONMAN 70.3 Portugal-Cascais will bring together thousands of athletes for an unforgettable challenge combining swimming, cycling, and running. With courses passing through some of the region’s most iconic locations, from Cascais Bay to […]

Read More