Winter Hill and Pinkneys Green via Michael's Path and The Chiltern Way Berkshire Loop

Starting near the Royal Borough of Windsor and Maidenhead, England, this 20 km (approximately 12.4 miles) loop trail offers a delightful mix of natural beauty and historical intrigue. With an elevation gain of around 200 meters (656 feet), the trail is rated as medium difficulty, making it accessible for most hikers with a moderate level of fitness.### Getting There
To reach the trailhead, you can either drive or use public transport. If driving, set your GPS to the nearest known address: Pinkneys Green, Maidenhead SL6 6QG. There is parking available near the starting point. For those using public transport, Maidenhead Railway Station is the closest major station. From there, you can take a local bus or taxi to Pinkneys Green.### Trail Overview
The trail begins at Pinkneys Green, a picturesque area known for its open spaces and traditional English countryside. As you start your hike, you'll follow Michael's Path, which meanders through lush woodlands and open fields. This section is relatively flat, making it a good warm-up for the more varied terrain ahead.### Key Landmarks and Sections#### Winter Hill
Around the 5 km (3.1 miles) mark, you'll reach Winter Hill. This area offers stunning panoramic views of the Thames Valley. The elevation gain here is gradual but noticeable, adding a bit of a challenge to your hike. Keep an eye out for red kites soaring overhead, a common sight in this region.#### The Chiltern Way Berkshire Loop
Continuing on, you'll join the Chiltern Way Berkshire Loop. This section of the trail is rich in history and natural beauty. The Chiltern Hills are designated as an Area of Outstanding Natural Beauty (AONB), and you'll see why as you traverse through ancient woodlands and rolling hills. The trail here is well-marked, but it's always a good idea to have a reliable navigation tool like HiiKER to ensure you stay on track.#### Pinkneys Green
As you loop back towards Pinkneys Green, you'll pass through several small villages and hamlets, each with its own unique charm. This area is steeped in history, with many buildings dating back to the medieval period. The final stretch of the trail takes you through open fields and meadows, offering a peaceful end to your hike.### Flora and Fauna
The trail is home to a diverse range of wildlife. In addition to red kites, you might spot deer, foxes, and a variety of bird species. The flora is equally impressive, with ancient oak and beech trees lining the path, especially in the Chiltern Way section. During spring and summer, the meadows are awash with wildflowers, adding a splash of color to your hike.### Historical Significance
The region around the trail has a rich history. Pinkneys Green, for instance, was once a common land used for grazing livestock. The Chiltern Hills have been inhabited since prehistoric times, and you may come across ancient earthworks and old boundary markers along the way. Winter Hill itself has historical significance, having been a strategic lookout point during various periods of English history.### Final Stretch
As you complete the loop and return to Pinkneys Green, take a moment to relax and enjoy the serene environment. There are several pubs and cafes in the area where you can unwind and reflect on your hike.This trail offers a perfect blend of natural beauty, historical landmarks, and moderate physical challenge, making it a rewarding experience for any hiker.