Derbyshire is full of charming villages and stunning streets that capture the county's rich history, character, and natural beauty.
If we’ve missed any pretty streets off our list then please let us know at [email protected].
Read more: Derbyshire's Best Neighbourhoods 2025: 12 of the trendiest areas to move to or live in Derbyshire
Here are some of the prettiest streets and what makes them special, according to us:

1. Sadler Gate, Derby
Saddler Gate in the Cathedral Quarter is also picturesque, with its old-world feel, cobbled pathways, and historic shopfronts. | Visit Derby/Marketing Derby

2. The Crescent, Buxton
This elegant Georgian street is one of the most architecturally impressive in Derbyshire. Inspired by Bath’s Royal Crescent, it features grand 18th-century stone buildings, a spa heritage, and picturesque surroundings in the heart of this historic spa town. | Jason Chadwick Photo: jason chadwick

3. King Street, Bakewell
This cobbled street winds through Bakewell, offering charming independent shops, tearooms, and historic stone buildings. It’s also close to the River Wye and the famous Bakewell Pudding shops. | Zoopla Photo: Zoopla

4. Church Street, Ashford in the Water
A classic Peak District village street, Church Street is lined with quaint limestone cottages, beautifully maintained gardens, and the 13th-century Holy Trinity Church. The Sheepwash Bridge at the end adds extra charm.