4.6
(18)
378
riders
68
rides
Touring cycling routes around Chilmark are characterized by rolling hills and curvy roadways, offering a more challenging experience than flatter island areas. The terrain features elevated vantage points with views of the Atlantic Ocean. While dedicated bike paths are absent, cyclists share scenic rural roads. This area provides a rigorous cycling adventure for those seeking varied topography.
Last updated: June 27, 2026
10
riders
60.5km
03:41
440m
440m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
11
riders
43.8km
02:48
470m
470m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5
riders
31.6km
01:58
310m
310m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
5
riders
21.5km
01:22
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.0
(1)
7
riders
32.7km
02:30
370m
370m
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.
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Salisbury is a traditional English cathedral city with a medieval townscape. Its most important sights include Salisbury Cathedral, the River Avon, the Poultry Cross, the Guildhall, and the historic market square. The city combines significant history with a lively old town and is one of the most beautiful historic cities in Southern England.
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St Thomas’s Church is, alongside the famous Salisbury Cathedral, one of Salisbury’s most significant historical buildings. Particularly noteworthy is the medieval “Doom Painting” (representation of the Last Judgment) above the chancel arch. It is among the best-preserved examples of its kind in Great Britain and was made visible again in its original colours in 2019 after a comprehensive restoration. The richly carved roof structures with numerous angel figures, as well as the connection to Salisbury’s trading history, also make the church worth seeing.
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St Peter's Church is the oldest church in Shaftesbury, located at the top of the famous Gold Hill, right next to the ruins of Shaftesbury Abbey. It is a key historic building and a prominent part of the town's landscape. St Peter's Church was originally built in the 14th century to serve pilgrims visiting the nearby Shaftesbury Abbey. Due to economic hardships, such as the Black Death, its construction was prolonged, resulting in a mix of architectural styles, including Decorated and Perpendicular Gothic. The lower part of the tower is the oldest section of the current building. The nave and its arcades are from the 14th century, while the clerestory and the panelled oak roofs were added in the 15th and 16th centuries. The church also features a crypt under its south aisle. Decline and Restoration: By the late 19th century, St Peter's fell into disuse and disrepair. It was even used as a grain store during World War II. In 1971, it was officially declared redundant. However, a major restoration effort was launched by local groups, and in 1977, it was rededicated and became the parish church of Shaftesbury once again. It was the first church in the country to be re-established as a full-time parish church after being declared redundant.
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Mordern art gallery and large thatched tithe barn housing exhibits. A great place to cool off and has a small cafe attached.
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Teffont Magna, sometimes called Upper Teffont, is a small village and former civil parish, now in the parish of Teffont, in the Nadder valley in the south of the county of Wiltshire, England. For most of its history, Teffont Magna was a chapelry of neighbouring Dinton. In 1934 it was combined with the parish of Teffont Evias, just to the south, to form a united Teffont parish. Location Teffont Magna lies 1+1⁄2 miles (2.4 km) west of Dinton and 7 miles (11 km) west of Wilton. The parish extends north onto the chalk downs that separate the valleys of the Nadder and Wylye.[1] The village is between Chilmark and Dinton on the B3089 Hindon to Barford St Martin road, in the valley of a stream which rises just to the north and flows south through Teffont Evias to join the Nadder.
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Chilmark offers a wide selection of touring cycling routes, with over 70 options to explore. These routes cater to various skill levels, including 4 easy, 43 moderate, and 23 difficult paths.
The terrain in Chilmark is characterized by rolling hills and curvy roadways, providing a more challenging and rewarding experience compared to flatter areas. You can expect significant elevation changes, demanding greater effort from riders. Many routes also offer stunning views of the Atlantic Ocean from elevated vantage points.
While Chilmark's terrain is generally hilly and shares roads with motor traffic, there are a few easier routes available. For families, it's important to consider the lack of dedicated bike paths and the need to share roads. Early morning rides are recommended to avoid congestion. There are 4 easy routes, which might be more suitable for families seeking a less strenuous experience.
Chilmark's routes offer breathtaking views of the Atlantic Ocean, rolling hills, and tree-lined country roads. You can also experience diverse ecosystems including pine and scrub forests, as well as red maple swamps. The area is rich in natural beauty, with opportunities for birdwatching and enjoying coastal environments.
Yes, Chilmark is well-suited for experienced touring cyclists seeking a challenge. The region features 23 difficult routes with significant elevation gain. For example, the Gold Hill, Shaftesbury – King Alfred's Kitchen loop from Fovant is a difficult 27.3-mile path known for its demanding climbs. Another challenging option is the Marshwood Farm Campsite – Coffee Darling Café loop from Fovant, covering 20.3 miles with substantial elevation.
Chilmark and its surroundings offer several interesting landmarks and natural attractions. You could visit the historic Old Wardour Castle or the impressive Fonthill Arch. For nature lovers, the Grovely Wood Forest Trail provides a scenic woodland experience, and you might enjoy the views from Cotley Hill or the View of Wylye Valley.
The touring cycling routes in Chilmark are highly rated by the komoot community, with an average score of 4.6 stars from over 10 reviews. Cyclists often praise the varied topography, the challenging nature of the rides, and the stunning ocean views. Over 300 touring cyclists have used komoot to explore this region, indicating its popularity among those seeking a rigorous cycling adventure.
Yes, Chilmark offers a range of route lengths. For a substantial ride, the Salisbury City Centre loop from Tisbury is a moderate 37.2-mile route. If you're looking for a shorter option, the Fonthill Bishop Arch – All Saints Church loop from Dinton covers 13.4 miles and is also rated moderate.
Many of the touring cycling routes in Chilmark are designed as loops, allowing you to start and end at the same point. For example, the Hindon Village – Hindon Village loop from Tisbury is a popular 19.6-mile circular trail leading through rolling hills. This design makes planning your ride and return journey straightforward.
Chilmark offers beautiful scenery year-round, but the best time for touring cycling is typically during the milder seasons to enjoy the outdoor experience fully. Given the need to share roads with motor traffic, early mornings are generally recommended to avoid congestion, especially during peak tourist seasons. The region's diverse ecosystems and coastal views are enjoyable in spring, summer, and fall.
Yes, touring cyclists in Chilmark should be aware that there are no dedicated bike paths. You will be sharing the curvy, hilly roadways with motor traffic. Therefore, it is highly recommended to ride in the early morning hours to minimize traffic exposure and enhance safety. Always wear appropriate safety gear and be visible to drivers.
Chilmark, particularly the quaint fishing village of Menemsha, offers dining options and a glimpse into traditional island life. While specific cafes or pubs directly on the routes are not detailed, the village is a notable attraction where you can find places to eat and enjoy the famous sunsets. For accommodation, various options are available throughout Martha's Vineyard, with Chilmark offering a more rural and serene experience.


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