4.7
(72)
2,159
riders
238
rides
Road cycling routes around West Tisbury are set within the rural landscape of Martha's Vineyard, characterized by agricultural lands, expansive forests, and conserved areas. The terrain varies from flatter paths "down-island" to more challenging, hilly, and winding roads "up-island." Dedicated multi-use paths, such as portions of the Edgartown-West Tisbury Road Bike Path, offer paved, separated sections for cyclists. The region features a network of routes that cater to different skill levels, traversing pastoral fields and dense oak forests.
Last updated: June 28, 2026
5.0
(1)
39
riders
71.3km
03:26
700m
700m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
28
riders
41.5km
01:53
340m
340m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.5
(2)
16
riders
50.7km
02:34
510m
510m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
13
riders
24.4km
01:27
330m
330m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
14
riders
32.9km
01:44
330m
330m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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The Woodford has a number of enjoyable winding country roads that are relatively quiet and well-surfaced and offer beautiful views of the surrounding countryside.
1
0
We stayed here for the Enve Stone Circle Ride and it was absolutely beautiful!
0
0
"The story of this great Cathedral is a tale of defiance and ingenuity that begins back in 1218, when the Bishop of Salisbury abandoned the original cathedral at Old Sarum, and moved down to the banks of the Avon, where the Cathedral stands today. You can learn the reasons for this move and about the people who made it happen by following the new family-friendly trail inside the Cathedral." (Text from https://www.visitwiltshire.co.uk/salisbury/things-to-do/salisbury-cathedral-and-magna-carta-p130493 )
6
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Good trip for hiking or cycling with some interesting history. Not to far from Stonehenge
0
0
The cathedral was completed in 1266. It has the tallest church tower in the UK at 123 meters
5
0
Entrance fee is £10
5
0
West Tisbury offers a wide selection of road cycling routes, with over 260 options available on komoot. These routes cater to various skill levels, from easy to difficult, allowing cyclists to explore the diverse landscapes of Martha's Vineyard.
The best time for road cycling in West Tisbury is generally during the warmer months, from late spring through early autumn. This period offers pleasant weather for enjoying the island's scenic roads and trails. Keep in mind that some areas, particularly 'up-island' roads, can be narrow and winding, requiring caution, especially during peak tourist season.
The road cycling routes in West Tisbury are highly rated by the komoot community, with an average score of 4.7 stars from over 70 reviews. Cyclists often praise the region's diverse terrain, from pastoral fields and dense oak forests to more challenging hilly sections, and the overall tranquil and picturesque setting.
Yes, West Tisbury offers several easier road cycling routes, with over 65 classified as easy on komoot. These often include flatter paths 'down-island' and dedicated multi-use paths like portions of the Edgartown-West Tisbury Road Bike Path, which provide paved and separated sections for a more relaxed ride. A good example is the Beckford Pub – Cranborne Chase Village loop from Tisbury, a moderate route that can be enjoyed by those looking for less strenuous options.
For more challenging road cycling, focus on the 'up-island' areas of West Tisbury, Chilmark, and Aquinnah. These routes feature hilly and curvy terrain, often on narrow, winding roads shared with vehicles, making them more suitable for experienced cyclists. Routes like the Salisbury Cathedral – View of Wylye Valley loop from Tisbury offer significant elevation gain and a longer distance for a more demanding experience.
Yes, West Tisbury features paved bike paths, notably sections of the Edgartown-West Tisbury Road Bike Path, which is a dedicated multi-use path separated from vehicular traffic. The State Forest Loop, starting near the airport, also offers a wide, smooth, and partially shaded paved path through the woods. While some paths have faced deterioration, many cyclists find the overall biking experience on the island to be 'phenomenal'.
Road cycling routes in West Tisbury offer views of agricultural fields, dense oak forests, and conserved lands. You can also find natural highlights such as the Win Green Summit, Cold Kitchen Hill Trig Point, and the View of Wylye Valley. The region is also home to the Polly Hill Arboretum, Cedar Tree Neck Sanctuary, and Long Point Wildlife Refuge, which offer additional natural beauty.
Absolutely. West Tisbury offers numerous scenic loop routes that allow you to experience the region's diverse landscapes. For instance, the Beckford Pub – Old Railway Tunnel loop from Tisbury takes you through varied scenery. The State Forest Loop also provides a roughly ten-mile loop through woods and connecting to Old County Road, offering a picturesque ride.
Yes, West Tisbury has family-friendly road cycling options, particularly on its dedicated paved bike paths. The State Forest Loop and portions of the Edgartown-West Tisbury Road Bike Path are excellent choices for families, offering safer, separated routes away from heavy traffic. These paths are generally wide and smooth, suitable for cyclists of all ages.
Parking for road cycling routes in West Tisbury is available at various access points. For routes like the State Forest Loop, you can typically find parking near the Manuel F. Correllus State Forest. For other routes, look for designated parking areas near trailheads or public access points, especially along major roads that connect to bike paths.
While West Tisbury maintains a rural character, you can find cafes and pubs in the town center and surrounding areas. Many routes, such as the Beckford Pub – Cranborne Chase Village loop from Tisbury, are designed to start or pass by establishments where cyclists can refuel and relax. It's advisable to check specific route details for amenities along the way.
Yes, road bike rentals are available on Martha's Vineyard, including options that may serve West Tisbury. While specific rental shops in West Tisbury itself might be limited, many island-wide rental services offer delivery or have locations accessible from West Tisbury. It's recommended to check with local rental providers for their services and availability.
The length and elevation gain for road cycling routes in West Tisbury vary significantly. You can find shorter, flatter routes, but also longer, more challenging ones. For example, the Top of the Hill – Climb Alongside Pythouse loop from Tisbury is about 32.7 km with around 335m of elevation gain, while the Salisbury Cathedral – View of Wylye Valley loop from Tisbury spans 71.3 km with nearly 700m of ascent, offering a substantial challenge.


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