Looking for a delightful way to explore the historic market town of Pickering? Then the Pickering Town Trail is the perfect choice!
Indeed, wandering through Pickering’s charming streets with a wealth of heritage and history is like stepping back in time. This self-guided historical trail around the market town of Pickering offers a pleasant stroll while providing an insightful history lesson.
To begin your adventure, you can borrow the official trail booklet from us at Low Costa Mill. Follow the distinctive Pike signs from the long-stay car parks to reach the town centre and the trail’s starting point.
The Legend of Pike-ring:
Before you begin, let’s delve into Pickering’s intriguing origins. According to local legend, back in 270 BC, King Peredurus lost his ring and accused a young woman of stealing it. However, fate intervened when a pike caught in Costa Beck revealed the missing ring! Consequently, the town was named “Pike-ring,” a symbol proudly displayed on its coat of arms and town signs. While the truth remains shrouded in mystery, this captivating tale adds a unique layer to Pickering’s charm.


Following the Trail
Now, let’s embark on the trail! It starts at the junction of The Ropery and Market Place, guiding you through the heart of the historic town centre. Along the way, you’ll encounter a delightful array of cafes, pubs, traditional butchers and bakeries, independent shops, and antique stores. Keep an eye out for the distinctive blue and white street signs that mark the route. Remember, allow ample time to explore and indulge in the local treats!
Pickering Church: A Canvas of History
Next, you’ll encounter Pickering Church, a 12th-century gem housing remarkable 15th-century wall paintings. Interestingly, these paintings, commissioned around 1470, were hidden during the Edwardian Reformation. However, their accidental rediscovery in 1852 sparked a series of restoration projects, revealing their vibrant beauty once more.
Pickering Castle: A Royal Legacy
Continuing on, Pickering Castle stands majestically atop Castlegate, offering panoramic views of the Vale of Pickering. Dating back to the 13th century, this castle served as a royal hunting lodge, holiday home, and stud farm for medieval kings. In addition to the trail, a walk around the castle’s moat provides further exploration.
North Yorkshire Moors Railway: A Steam-Powered Journey
Further along, you’ll reach Pickering Station, the terminus of the North Yorkshire Moors Railway. Pickering Station has a distinctive roof structure that is quite magnificent, take a few minutes to enjoy the history of the station. If you’re lucky, you’ll witness a steam train arriving or departing. You can often hear the distinctive toot of the steam train whistle in the gardens of Low Costa Mill. Don’t forget to grab a timetable and plan a scenic journey across the North York Moors to Whitby!
Beck Isle Museum: A Glimpse into the Past
Crossing Pickering Beck, you’ll find the Beck Isle Museum, a listed stone building. In times of flood, the building becomes an island, hence the name. Inside, this social history museum features captivating period business displays, including a barber, blacksmith, chemist, cobbler, and more. Additionally, demonstration days offer a chance to witness the blacksmith and printer in action.



Your Pickering Adventure Checklist:
- Approximately 2 miles of easy walking (some steps around the church).
- Long-stay car parks at Vivis Lane and Eastgate.
- Dog-friendly (on leads).
- Ample refreshment stops around town.
- Public toilets at Eastgate car park and The Ropery car park.
In conclusion, the Pickering Town Trail offers a delightful 2-hour exploration of this charming market town. With its rich history, diverse attractions, and inviting atmosphere, Pickering is the perfect destination for a weekend walk with the whole family. Therefore, take your time to explore the independent shops, cafes, and pubs, and immerse yourself in the town’s unique character.
