At the gateway to the North York Moors National Park lies the town of Pickering. First and foremost, this is a captivating market town that beautifully blends rich history with stunning natural landscapes. Just a short drive from Whitby, Pickering showcases the beautiful Yorkshire countryside, historic sites, and delightful villages.
Whitby Holiday Rentals has a selection of comfortable self-catering accommodation available. However, this is all while immersing yourself in all the charm this picturesque town offers.
A Journey Through Time
Pickering is a treasure trove of history, with landmarks that reflect its storied past. At the centre of the town lies Pickering Castle, a majestic 13th-century fortress that provides glimpses into medieval life. This comes complete with impressive ruins and beautifully landscaped gardens for a stroll or a picnic.
As you explore the town, don’t miss the market square, buzzing with independent shops, quaint cafés, and traditional pubs. Above all, the town truly comes alive with the renowned Pickering market. Make sure to browse a delightful array of local produce in addition to handmade crafts and unique gifts.

Ride the Historic North Yorkshire Moors Railway
A highlight of Pickering is undoubtedly the North Yorkshire Moors Railway, a heritage steam railway meandering through breathtaking scenery. Starting in Pickering, the railway offers a delightful journey to the beloved village of Goathland. Riding the vintage steam trains is an experience like no other, travelling through heather-clad moors and rolling hills.
Be sure to visit the station’s visitor centre to learn about the railway’s and local area’s fascinating history. This railway adventure is not just a journey. It is your way to connect with the natural beauty and culture of the North York Moors.
Discover Pickering: Outdoor Escapes
The area surrounding Pickering is a paradise for nature lovers and outdoor enthusiasts, offering an abundance of walking and cycling trails. The nearby North York Moors National Park boasts countless routes catering for all levels of abilities. The Cleveland Way, a popular trail, rewards walkers with sweeping views of the moors and coastline, perfect for capturing stunning photographs.
For a more relaxed experience, visit Dalby Forest, located just a short drive from Pickering. This expansive forest is home to a network of well-marked trails, perfect for leisurely walks, mountain biking, or simply enjoying the sights and sounds of nature. Each season brings charm to the forest, from vibrant spring blooms to the golden hues of autumn leaves.
Plan Your Pickering Getaway Today
To conclude, Pickering offers an unforgettable getaway for everyone, filled with history, hiking and heritage. Select your desired property and book now with Whitby Holiday Rentals. Immerse yourself in the charm and natural beauty of North Yorkshire and everything it has to offer!
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These Yorkshire Cities, towns, and villages offer traditional seaside heritage, breathtaking views of gorgeous green landscapes, and the warmest of Yorkshire welcomes!