Winchmore Hill, Horse Bridge and Newland Osiers Loop

Starting from the charming village of Winchmore Hill, this loop hike covers approximately 20 km (12.4 miles) with virtually no elevation gain, making it an accessible and leisurely route for walkers of all abilities. The trailhead is conveniently located near the village green, a well-known local landmark, and is easily reached by public transport via the nearest railway station at Seer Green & Jordans, just over 2 km (1.2 miles) away. For those arriving by car, parking is available near the village centre.Route Overview and NavigationThe loop meanders through the gentle Buckinghamshire countryside, passing through a patchwork of open fields, ancient hedgerows, and tranquil woodland. Navigation is straightforward, with well-marked footpaths and bridleways; for precise route-finding and up-to-date trail conditions, HiiKER is the recommended navigation tool.Key Sections and LandmarksWinchmore Hill to Horse Bridge:
Leaving the village, the path heads north-west, skirting the edge of Penn Wood, one of the largest ancient woodlands in the Chilterns. At around 3 km (1.9 miles), the trail crosses Horse Bridge, a modest but historic crossing over a small stream, surrounded by lush meadows that are particularly vibrant in spring and early summer. Keep an eye out for red kites soaring overhead and the occasional muntjac deer darting through the undergrowth.Horse Bridge to Newland Osiers:
Continuing west, the route passes through a series of quiet lanes and farm tracks, with hedgerows alive with birdsong. At approximately 10 km (6.2 miles), you’ll reach Newland Osiers, an area once known for its willow beds, historically harvested for basket weaving. The landscape here is dotted with mature willow trees and offers excellent opportunities for spotting kingfishers and herons along the watercourses.Return to Winchmore Hill:
The final stretch loops south and east, passing through the hamlet of Coleshill, notable for its picturesque duck pond and 19th-century church. The path then winds back towards Winchmore Hill, offering wide views across the rolling Chiltern hills, especially beautiful in the late afternoon light.Nature and WildlifeThis area is rich in biodiversity, with ancient woodland supporting bluebells, wood anemones, and a variety of fungi in autumn. Birdlife is abundant, including woodpeckers, nuthatches, and the occasional tawny owl at dusk. The hedgerows and meadows are home to butterflies such as the marbled white and common blue.Historical SignificanceThe region is steeped in history, with evidence of settlement dating back to the Iron Age. The nearby Penn Wood was once part of a royal hunting forest, and the traditional willow beds at Newland Osiers reflect the area’s rural crafts heritage. The villages along the route retain much of their historic character, with timber-framed cottages and centuries-old churches.Getting ThereTo reach the start, take a train to Seer Green & Jordans station, then follow local footpaths or a short taxi ride to Winchmore Hill. By car, use the main village green as your destination for parking and orientation. Refreshments and public toilets are available in the village, making it a convenient base for your hike.