4.7
(250)
1,447
hikers
155
hikes
Easy hiking trails around Chilmark offer a diverse landscape of rolling hills, preserved woodlands, and coastal views on Martha's Vineyard. The region is characterized by ancient stone walls, extensive open spaces, and a mix of forest and shoreline environments. Hikers can explore varied terrain, from low wetlands and woodland groves to wind-blasted coastal plains and rocky ocean edges, with many trails leading to scenic viewpoints.
Last updated: May 19, 2026
4.5
(8)
24
hikers
6.09km
01:41
100m
100m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
15
hikers
6.92km
01:54
120m
120m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4.0
(1)
7
hikers
6.68km
01:50
110m
110m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
3
hikers
4.35km
01:13
90m
80m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3
hikers
4.28km
01:09
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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A lovely pub half way round. Or if you’re tight for time park near here and just walk around the lake
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The Compasses Inn, Lower Chicksgrove, Tisbury, Salisbury, Wiltshire SP3 6NB The Compasses Inn is a 14th century pub with rooms near Tisbury in Wiltshire. https://thecompassesinn.com/
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Who says England doesn't have gravel? (just ignore the Pertwood section). Sherrington wood/Great Ridge is a bit lifeless compared to Grovelly wood over the way, but offers a more durable surface to spin through.
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Fonthill Lake is part of the Fonthill Estate, which dates back to 1533. The lake is natural but has been landscaped over the years and used to power mills as well as for pleasure. Today it's a great place to run, with a footpath along the western shore.
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Going from great ridge to the downs, there are a few trees down on the track. The path has been adapted..
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A nice downhill run, rain has eroded has created a few little gullies in places so watch out for them and walkers.
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Fonthill Lake is a tranquil stretch of water nestling in the picturesque Fonthill Estate. You can hike right along the west banks of the lake and watch impressive displays of birdlife at all times of year. The lake was used as the location for the river scenes in the movie Chocolat, which starred Juliette Binoche and Johnny Depp.
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Chilmark offers a wide selection of outdoor experiences, with over 70 easy hiking trails available. These routes are perfect for exploring the diverse landscapes of Martha's Vineyard, from rolling hills to coastal views.
Easy hikes in Chilmark feature a diverse terrain, including rolling hills, preserved woodlands, and coastal paths. You'll encounter ancient stone walls, open spaces, and a mix of forest and shoreline environments, with some trails leading through low wetlands and others to rocky ocean edges.
Yes, many easy trails in Chilmark are designed as loops. For example, the Fonthill Lake – Beckford Pub loop from Tisbury is a popular 3.8-mile route with gentle ascents, and the Fonthill Fields Descent loop from Sherrington offers open field views over 4.3 miles.
The easy hiking trails in Chilmark are highly regarded by the komoot community, holding an average rating of 4.7 stars from over 230 reviews. Hikers often praise the region's natural beauty, varied landscapes, and the accessibility of its routes.
Absolutely. Chilmark's trails generally accommodate easy to moderate skill levels, making them ideal for families. The diverse scenery, from woodlands to coastal bluffs, offers engaging experiences for all ages.
Many trails and preserves in Chilmark are dog-friendly, but it's always best to check specific regulations for each location, as some areas may require dogs to be on a leash or have restricted access during certain seasons to protect wildlife. Always practice Leave No Trace principles.
Chilmark's easy hikes offer access to stunning natural features and viewpoints. You can explore areas like Knowle Hill, discover unique formations like Birdhenge, or enjoy panoramic views from Wylye Down National Nature Reserve. Many trails lead to scenic overlooks of Vineyard Sound and the Atlantic.
Yes, you can combine your easy hike with a visit to nearby historical sites. Consider exploring Old Wardour Castle or the impressive Fonthill Arch. The Grovely Wood Forest Trail also offers a blend of nature and history.
Chilmark offers beautiful hiking experiences year-round. Spring brings blooming flora, summer provides warm weather for coastal walks, and autumn showcases vibrant foliage. Even winter can be pleasant for quiet walks, though some coastal areas might be windier. Always check local conditions before heading out.
Parking availability varies by trailhead. Many preserves and reservations in Chilmark, such as Menemsha Hills, offer designated parking areas. It's advisable to check specific trail information or local land bank websites for details on parking facilities and any potential fees or restrictions before your visit.
While popular spots like Menemsha Hills can see more visitors, Chilmark has many preserved open spaces and a network of trails. To find less crowded options, consider exploring trails during off-peak hours (early mornings or late afternoons) or during the shoulder seasons (spring and fall). Many smaller land bank properties offer peaceful walking experiences.
Chilmark's diverse habitats support a variety of wildlife. On easy trails, you might spot various bird species, including migratory birds along the coast. Deer, rabbits, and other small mammals are also common. In wetland areas, you may encounter amphibians and reptiles. Always observe wildlife from a distance and avoid disturbing their natural environment.
Yes, several easy trails in Chilmark lead to beautiful coastal areas. For instance, the Menemsha Hills Reservation includes trails that wind through woodlands and lead to a bluff overlooking a sandy cove beach. Great Rock Bight Preserve also features a scenic trail culminating at a sandy beach cove, perfect for a relaxing stop.


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