Wincanton is a peaceful Somerset town with the Cranborne Chase Area of Outstanding Natural Beauty on its doorstep. Explore this historic market town and you will discover cosy pubs, tearooms, and a variety of independent shops. Self-catering holidays in Wincanton are perfect for visitors who want to discover the county’s ancient woods, peaceful farmland and far-reaching views. 12 miles from the town of Shaftesbury, Wincanton was once an important staging post on the main route from London to the West. Holiday cottages in Wincanton will be close to some of the area's finest pubs, including the Nog Inn, which has featured in the CAMRA Good Beer Guide since 2009, offering open fires and a beautiful beer garden for sunny days. Just outside the town, the Montague Inn is an 18th-century pub and restaurant with an impressive selection of local ales and ciders. 


Find the perfect home base for a rural holiday in the West Country with a stay at The Old Bull Stall. This former barn, now a charming 2-bedroom countryside cottage is in the grounds of the owner’s working farm in the peaceful hamlet of Penselwood, near Wincanton in Somerset. Sleeps 4. Pets welcome.

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Wincanton Racecourse regularly holds events for a fun, family day out. Visitors can also play golf at Wincanton Golf Club, within the grounds of the racecourse. The North Somerset coast is less than an hour's drive away, with sandy beaches and rocky coves where swimming, rock-pooling, kayaking and sunbathing can be enjoyed. Five miles outside Wincanton, Stourhead House and Gardens is a lovely place to spend a sunny afternoon. Described as 'a living work of art', the Stourhead estate dates back to the 1740s and features a world-famous landscape garden, covering more than 2,600 acres. History enthusiasts staying at holiday cottages in Wincanton can visit Sherborne Abbey, just eight miles away. Dating back to 705, the grand church remains one of the most iconic attractions in the area. The medieval cathedral city of Salisbury is well worth a visit, a scenic 50-minute drive eastward through Cranborne Chase.