Trails Near Rutland, MA | Trailmonger

About trails near Rutland, Massachusetts

47 named trails lie within about 25 miles of Rutland, covering 62.5 miles in total. 46 of them are tagged for hiking and 3 for mountain biking.

The closest is Mass Central Rail Trail, about 1.2 miles away. 47 of them lie within 10 miles of town. The longest nearby is Mass Central Rail Trail, at 38.3 miles. These trails fall in Worcester County.

What the trails near Rutland are like

By length, 44 are under a mile, 2 run 1 to 5 miles, and 1 is 5 miles or longer. 3 are loops, ending where they start; the longest is Wilson Way, at 0.4 miles.

Of the 18 with a difficulty rating, 16 easy and 2 moderate. Of the 46 with measured elevation, T6 Trail climbs the most, about 161 ft.

All 47 trails, nearest first

Mass Central Rail TrailHikeMTBWorcester County38.3 mi Old Brigham Road TrailHikeWorcester County0.4 mi Laurel Hill Loop TrailHikeWorcester County0.8 mi The Stairway LoopHikeWorcester County0.7 mi Appleton LoopHikeWorcester County0.9 mi Eagle Lake Nature TrailHikeWorcester County0.4 mi Judy's Secret Garden Loop TrailHikeWorcester County0.2 mi Enchanta TrailHikeWorcester County0.2 mi Asnebumskit LoopHikeWorcester County0.9 mi Azalea PathHikeWorcester County0.3 mi Black Hill Road TrailHikeWorcester County0.1 mi Davis Road TrailHikeWorcester County0.8 mi Alder TrailHikeWorcester County0.4 mi Davis Hill Field TrailHikeWorcester County0.4 mi T6 TrailHikeWorcester County0.9 mi Central Massachusetts BranchHikeWorcester County0.9 mi Wilson WayHikeWorcester County0.4 mi Hemlock PathHikeWorcester County0.2 mi Newton TrailHikeWorcester County0.6 mi Old Mill RoadHikeWorcester County1.6 mi Peabody Family PathHikeWorcester County0.5 mi Pond Loop Trail (blue cir.)HikeWorcester County0.9 mi Maple Cut-Off Trail (red sq.)HikeWorcester County0.6 mi Oak Loop Trail (yellow tri.)HikeWorcester County0.2 mi Yellow Triangle TrailHikeWorcester County0.4 mi Bigelow RoadHikeWorcester County0.5 mi Walcott TrailHikeWorcester County0.4 mi Giard TrailHikeWorcester County0.4 mi Cobb Brook TailHikeWorcester County0.5 mi Jake's TrailHikeWorcester County0.2 mi Red Fox LoopHikeWorcester County0.6 mi PLT Appell LoopHikeMTBWorcester County0.7 mi Hiuckory TrailHikeWorcester County0.4 mi Sunny's SlopeHikeWorcester County0.3 mi Boone TrailHikeWorcester County0.5 mi Mountain Barn SpurHikeWorcester County0.2 mi Mason Field ConnectorHikeWorcester County0.2 mi Boylston Park TrailHikeWorcester County0.4 mi CHCA West LoopHikeMTBWorcester County0.8 mi Fern Forest TrailHikeWorcester County0.6 mi Pasture TrailHikeWorcester County1.5 mi Heron Rookery TrailHikeWorcester County0.2 mi Hemlock Seep TrailHikeWorcester County0.3 mi Beaver Bend TrailHikeWorcester County0.7 mi South Meadow TrailHikeWorcester County0.3 mi West Trail/Midsate Trail/Goodnow RoadWorcester County0.5 mi Midstate Trail/Goodnow RoadHikeWorcester County0.3 mi

Browse by county

Worcester County

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.