4.9
(24)
165
hikers
14
hikes
Easy hiking trails in Dukes County are primarily found on its islands, with Martha's Vineyard being a central location for outdoor activities. The region features diverse landscapes, including wooded paths, open fields, and coastal areas. Dukes County's highest point, Peak Hill in Chilmark, is a hill at 311 feet (95 m), contributing to trails that are generally considered easy in difficulty.
Last updated: June 25, 2026
5.0
(1)
6
hikers
5.15km
01:25
90m
80m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2
hikers
1.99km
00:30
0m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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1
hikers
2.08km
00:33
20m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3.36km
00:54
40m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.83km
01:14
10m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
752m
00:12
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1.54km
00:25
20m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
11
hikers
7.02km
01:57
120m
120m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
9
hikers
2.24km
00:34
0m
0m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
7
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Popular around Dukes County
Comprehensive information about 'The Brickyard' can be found at: https://thetrustees.org/place/the-brickyard/ https://mvmagazine.com/news/2020/08/20/what-remains-be-seen
3
0
Former brick making factory in a very beautiful setting. Trustees of Reservations Property
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Dukes County features 12 easy hiking trails, making up the majority of the 14 total routes available for exploration. These trails are generally accessible and suitable for a wide range of hikers.
Easy hikes in Dukes County, particularly on Martha's Vineyard, traverse diverse landscapes. You'll find wooded paths, expansive open fields, and coastal areas. The region's highest point, Peak Hill in Chilmark, contributes to trails that are generally considered easy, offering varied terrain without significant difficulty.
Yes, many of the easy trails in Dukes County are suitable for families. The varied terrain, including wooded paths and open fields, makes for enjoyable outings. For example, the Sepiessa Point Reservation Trail is a short 1.2-mile path offering coastal views, perfect for a family stroll.
Dukes County has numerous conservation lands managed by organizations like the Sheriff's Meadow Foundation and Martha's Vineyard Land Bank. While many trails are dog-friendly, it's always best to check specific property regulations regarding leashes and waste disposal before heading out. Generally, dogs are welcome on trails unless otherwise specified.
Yes, Dukes County offers several easy circular routes. A popular option is the Brickyard and Prospect Hill Loop, a 3.2-mile trail that takes about 1 hour 25 minutes to complete. Another great choice is the Trade Wind Fields and Farm Pond Preserves Loop, which offers a pleasant 3-mile walk.
While hiking in Dukes County, you can encounter several natural and historical points of interest. The Brickyard and Prospect Hill Loop offers views from Prospect Hill. You might also find coastal views along trails like the Sepiessa Point Reservation Trail. For broader attractions, consider visiting Joseph Sylvia State Beach or the tranquil Long Point Wildlife Refuge.
The best time for easy hiking in Dukes County is generally from spring through fall. The pleasant weather allows for comfortable exploration of the diverse landscapes, from wooded paths to coastal areas. Summer offers warm temperatures, while spring and fall provide milder conditions and beautiful seasonal foliage.
Yes, you can find easy trails that incorporate water features. The Raft and Marl Ponds Loop is an easy 0.9-mile trail that takes you around these scenic ponds. Additionally, the Trade Wind Fields and Farm Pond Preserves Loop also passes by Farm Pond.
Many conservation areas and trailheads in Dukes County, particularly on Martha's Vineyard, offer designated parking. Organizations like the Sheriff's Meadow Foundation and Martha's Vineyard Land Bank manage numerous properties with public access and often provide parking facilities. It's advisable to check specific trail information for parking details before your visit.
The easy trails in Dukes County are highly rated by the komoot community, with an average score of 4.9 stars. Hikers often praise the region's diverse and accessible landscapes, including quiet woodlands, open fields, and scenic coastal views. The well-maintained paths and the opportunity to experience Martha's Vineyard's natural beauty are frequently highlighted.
Absolutely. For a quick and easy outing, consider the Sepiessa Point Reservation Trail, which is only 1.2 miles long and takes about 30 minutes. Another short option is the Maria Daggett and Red Blue Trail, a 0.5-mile path that can be completed in under 15 minutes.
Several dedicated organizations maintain and promote outdoor activities in Dukes County. Key among them are the Sheriff's Meadow Foundation and the Martha's Vineyard Land Bank, both of which manage extensive networks of public trails. The Polly Hill Arboretum also offers 72 acres for exploration.


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