4.4
(55)
3,862
runners
286
runs
Jogging around Winstone, Gloucestershire, offers a chance to explore a landscape characterized by rolling hills, ancient woodlands, and picturesque villages. The region features a network of trails that wind through the scenic Cotswolds, providing varied terrain for runners. These routes often include gentle ascents and descents, passing by historic landmarks and natural features like ponds and small lakes. The area's rural setting ensures a tranquil experience for those seeking to combine exercise with natural beauty.
Last updated: June 23, 2026
8
runners
5.49km
00:36
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
runners
9.87km
01:04
140m
140m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5
runners
11.2km
01:14
180m
180m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
6.81km
00:44
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
7.99km
00:50
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Stroll through this spacious woodland fit with vibrant greenery, towering trees, a babbling brook and a lake.
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Nice easy section of gravel and field bridleway. It can get a bit confusing after exiting one the gates, head straight down to pick up gravel double width path.
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A 12th century church and 14th century tithe barn (now converted into a house)
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Winstone offers a wide selection of running routes, with over 290 trails available for exploration. These range from easy strolls to more challenging runs, catering to various fitness levels.
Yes, Winstone has several easy running routes perfect for beginners. There are 16 routes specifically categorized as easy, providing gentle terrain to get started. Many of the moderate routes also offer manageable sections for those looking to gradually increase their distance.
The jogging trails around Winstone are characterized by the rolling hills of the Cotswolds, ancient woodlands, and picturesque village paths. You can expect a mix of gentle ascents and descents, with routes winding through varied landscapes that combine natural beauty with a tranquil experience.
Many of the running routes in Winstone are circular, offering convenient loops that bring you back to your starting point. Examples include the popular Running loop from Five Mile House, the scenic Miserden Park Lake – Miserden Village loop from Miserden, and the Pond Near Brimpsfield – Eddington Wood loop from Elkstone.
While specific regulations can vary, many trails in rural areas like Winstone are generally dog-friendly, especially if your dog is well-behaved and kept on a leash. Always be mindful of livestock and local signage, and ensure you clean up after your pet.
Yes, Winstone offers paths suitable for families. The easier routes, often shorter and with less elevation, are ideal for family outings. These trails typically pass through woodlands and open countryside, providing a pleasant environment for all ages.
While jogging in Winstone, you might encounter various natural and historical features. Nearby attractions include the impressive Painswick Beacon, the unique Devil's Chimney, Leckhampton Hill, and the serene Painswick Rococo Garden. Some routes also pass through ancient woodlands like Buckholt Lane.
The running routes in Winstone are highly regarded by the komoot community, boasting an average rating of 4.4 stars from over 50 reviews. Runners frequently praise the tranquil experience, the varied terrain, and the beautiful Cotswold scenery.
Absolutely. For experienced runners seeking a greater challenge, Winstone offers 54 difficult routes and 222 moderate routes. Trails like the Pond Near Brimpsfield – Eddington Wood loop from Elkstone, at 7.0 miles (11.2 km), provide longer distances and more significant elevation changes.
In a rural area like Winstone, parking is often available in village centers, designated car parks near popular trailheads, or sometimes roadside in appropriate spots. It's always advisable to check specific route details or local information for the best parking options before you go.
Winstone's trails can be enjoyed year-round. Spring brings blooming wildflowers, summer offers lush greenery, and autumn showcases vibrant foliage. Winter runs can be crisp and beautiful, though some paths might be muddy. Always check local weather conditions before heading out.
While specific routes aren't highlighted for passing pubs or cafes, many trails in Winstone connect charming villages. It's common to find local pubs or cafes in these villages, making it possible to combine your run with a refreshment stop. You might consider routes that start or end in villages like Miserden or Elkstone.
Winstone offers a good mix of challenges. While there are 16 easy routes, the majority (222) are classified as moderate, featuring rolling hills and varied terrain. For those seeking a significant workout, there are also 54 difficult routes with more substantial elevation gains and longer distances.


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