• Discover
  • Route planner
  • Features

Tracing medieval footsteps — Hampshire Millennium Pilgrims' Trail

David Spender (CC BY 2.0)

Tracing medieval footsteps — Hampshire Millennium Pilgrims' Trail

Hiking Collection by Kit P



3-4 h

/ day

32.9 mi

1,700 ft

1,800 ft

This wonderful hiking route is actually part of a considerably longer, international walk known as the Pilgrim’s Trail. The full route extends from Winchester to Mont Saint-Michel in Normandy and is 155 miles (250 km) long. This Collection covers the UK section of the hike, which is somewhat shorter at 30 miles (48 km) and otherwise known as the Hampshire Millennium Pilgrim’s Trail.

The route begins at Winchester Cathedral, where pilgrims would come to pray at the shrine of St. Swithun. Born around 800 AD, Swithun served as the Bishop of Winchester from 852 AD but he found fame long after his death when numerous miracles were attributed to his doing from beyond the grave. Miraculous occurrences aside, the cathedral is one of the biggest in Europe and is astounding to behold.

The trail leads you south east across the edge of the South Downs National Park through rolling farmland. Plantations, ancient forests and pretty streams punctuate the patchwork field systems and villages that time forgot seem to be around every corner.

Churches dating back hundreds of years are abundant and the ruins of castles, from the Bishop’s Waltham Palace to the Victorian Fort Widley, remind you of a harsher past. Nature reserves and ponds are scattered inland whilst the sea views from the Portsdown Hill chalk escarpment offer dramatic variation.

I’ve split the route into three stages, each ending in a town where you can find food and accommodation, although I recommend booking ahead. The hikes are undulating but there’s nothing strenuous and hikers of every ability should be quite happy on the terrain. Underfoot, it’s mostly footpaths, gravel trails, farm tracks and quiet lanes. I’ve planned this hike to run north to south, but there’s nothing to stop you from doing it in the opposite direction.

You can hike this fantastic trail throughout the year although late spring to early autumn will bring out the best of the greenery, birdsong and sunshine. The south is fairly mild during winter and even if you hike in February, the worst you’ll see is rain, heavy frost and perhaps ice.

In some places, I’ve added short detours to see interesting things. I’ve mentioned each one in the route descriptions, so you can skip them if you like. The trail finishes at the Portsmouth International Port, which is useful if you want to get on a ferry but, I recommend continuing on to Portsmouth’s historic dockyard not far to the south. There, you’ll find HMS Victory, the Mary Rose Museum and all manner of extraordinary sights.

To get to the beginning in Winchester, you can arrive by train. Winchester is a mainline station and has direct connections to London Waterloo. Portsmouth has several stations all on the same line as each other, so you can catch a train from the nearest and change at Southampton to return to Winchester or wherever you need to go. As it’s easy to get back to Winchester by train, you can also drive there. Both Winchester and Portsmouth are thriving cities packed with restaurants, shops and accommodation options.

On The Map


Do it yourself

Ready to get going? Create and customize your own version of this adventure using the full Tour below as a template.

Hampshire Millennium Pilgrims' Trail

30.2 mi

1,525 ft

1,650 ft

Last updated: November 15, 2021

Plan your own version of this adventure in the multi-day planner based on the stages suggested in this Collection.

Learn More
komoot premium logo

Tours & Highlights

  • Map data © OpenStreetMap contributors

    Stage 1: Winchester to Bishop's Waltham — Hampshire Millennium Pilgrim's Trail

    12.3 mi
    2.3 mph
    775 ft
    800 ft
    Expert Hiking Tour. Very good fitness required. Mostly accessible paths. Sure-footedness required.

    This first stage leads you away from Winchester and through the western edge of the South Downs National Park. Rolling green hills and footpaths lead you from farm to farm and village to village. You finish in the pretty town of Bishop’s Waltham after 12.3 miles (19.8 km), making this the longest stage

    by Kit P

  • Intermediate
    11.5 mi
    2.4 mph
    525 ft
    550 ft
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

    The middle stage heads through rural landscapes before plunging into the wonderful, ancient Forest of Bere. Walk through this historic woodland before heading back into farmland, with copses, old farmhouses and mixed plantations punctuating the way. The stage finishes in the village of Southwick, home

    by Kit P

  • Sign Up To Discover Places Like This

    Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.

  • Intermediate
    9.08 mi
    2.4 mph
    400 ft
    450 ft
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

    The final stage of the hike leads you south to the chalk escarpment of Ports Down. This impressive ridge is the backdrop to Portsmouth and its steep south side means you can enjoy fantastic views from the ridge, sweeping across the maritime city and the Solent. You hike along a traffic-free waterside

    by Kit P


Like this Collection?



Collection Stats

  • Tours
  • Distance
    32.9 mi
  • Duration
    14:04 h
  • Elevation
    1,700 ft1,800 ft

You Might Also Like

Hike past Hampshire's Roman strongholds — King's Way

Hiking Collection by Kit P

10 exquisite hill hikes — Little Hills of Joy

Hiking Collection by Country Walking Magazine

Hike the medieval heart of the South East — High Weald Landscape Trail

Hiking Collection by Dan Hobson

Innerleithen — World-class 7Stanes MTB in the Tweed Valley

Mountain Biking Collection by Katherine Moore