4.5
(6094)
14,182
hikers
02:15
8.90km
10m
Hiking
Hike the 5.5-mile Hiller Bros Trail, a moderate route through historic landscapes and scenic wetlands in East Over Reservation.
Last updated: February 26, 2026
Waypoints
Start point
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8.90 km
End point
Way Types & Surfaces
Way Types
4.60 km
2.74 km
1.56 km
Surfaces
4.40 km
3.51 km
972 m
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Elevation
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Thursday 16 July
31°C
18°C
28 %
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Max wind speed: 21.0 km/h
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This route was planned by komoot.
The Hiller Bros Trail is approximately 8.9 kilometers (5.5 miles) long. Based on an average hiking pace, it typically takes around 2 hours and 15 minutes to complete.
Yes, the trails within East Over Reservation, including the Hiller Bros Trail, are generally considered easy and are great for hikers of all levels. It's a suitable option for beginners and families looking for a scenic stroll.
The trail offers a varied and scenic experience. You'll walk through expansive fields, dense forests, and along winding hedgerows. Expect to see striking double-faced stone walls, pine and oak uplands, unique wetland habitats, and views of active cranberry bogs. There are also raised wooden boardwalks, which can be slick in the early morning, and occasional rock outcroppings.
A defining characteristic of the area is the two miles of elegant 19th-century stone walls. You'll also pass by golden-hued farm buildings, Hales Brook, and the Sippican River. The trail offers views of active cranberry bogs and the pastoral landscape of East Over Reservation.
The area is rich in wildlife. Keep an eye out for grassland birds such as bobolinks, orioles, chimney swifts, blue-winged warblers, and Eastern towhees in the hayfields. Mammals like cottontail rabbits, mink, muskrat, fox, and deer also inhabit the area.
While enjoyable year-round, the fall season is particularly highlighted for its vibrant colors, making it an especially beautiful time to visit. The trail's pastoral and rustic scenery is appealing in all seasons.
The Hiller Bros Trail is located within East Over Reservation. You should look for designated parking areas at the reservation. Specific trailhead parking information is usually available on the East Over Reservation's official website or local trail maps.
Yes, the Hiller Bros Trail is generally dog-friendly. However, it's always best to check the specific regulations for East Over Reservation regarding leash requirements to ensure a pleasant experience for everyone.
Typically, trails within East Over Reservation do not require permits for day hiking, and there are no entrance fees. However, it's always a good idea to check the official Trustees of Reservations website for the most current information on any potential changes or specific regulations.
Yes, the route also passes through sections of the East Coast Greenway (MA complementary Cape Cod route).
The provided tour data for the Hiller Bros Trail indicates a route that is not a perfect loop, but rather a point-to-point or out-and-back segment. You may need to retrace your steps or arrange for transport if you complete the entire segment as mapped.
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