Outfit ideas
What to wear on a walking holiday
A walking holiday means long days on your feet and evenings out. Pack fewer, more versatile pieces that work for both.
By Style Finder · Updated 26 October 2026
In short
- Bring walking shoes you’ve already worn in.
- Pack layers rather than bulky pieces.
- Choose quick-drying fabrics you can wash in a sink.
- One smart-casual outfit covers evenings.
Pack for walking, and for the evenings
Plan around two pairs of shoes: broken-in walking shoes or boots for the day, and something lighter for the evening. Then add layers you can combine: a T-shirt or two, a long-sleeve top, a fleece and a light waterproof cover most weather.
Outfit ideas
AI illustrationOn the trail
- Wicking T-shirt
- Walking trousers
- Fleece
- Light waterproof
- Walking shoes
Comfortable for long days, with layers for changing weather.
AI illustrationA warm day
- Linen shirt
- Walking shorts
- Sun hat
- Trail shoes
Breathable and sun-safe for hot days on foot.
Sun cream on the back of your neck and knees.
AI illustrationEvenings
- Knit jumper
- Dark jeans or chinos
- Clean leather trainers
Smart enough for a nice dinner, light enough to pack.
What to avoid
- New shoes: blisters can end a walking holiday on day one.
- Heavy jeans for walking: slow to dry and stiff.
- Packing a different outfit for every day.
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