4.9
(1279)
7,288
hikers
03:35
14.0km
70m
Hiking
Hike the Upper Charles Rail Trail, a moderate 8.7-mile route featuring diverse scenery, wildlife, and historical landmarks.
Last updated: February 26, 2026
Waypoints
Way Types & Surfaces
Way Types
13.5 km
285 m
< 100 m
< 100 m
< 100 m
Surfaces
9.26 km
3.63 km
367 m
355 m
230 m
136 m
Sign up to see more specific route details
Sign up for free
Elevation
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Today
Wednesday 8 July
26°C
15°C
0 %
Additional weather tips
Max wind speed: 12.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
The Upper Charles Rail Trail offers ample parking at various points along its length, as it connects several towns. Specific trailheads and parking areas can be found in towns like Milford and Holliston, providing convenient access to different sections of the path.
Yes, the trail is considered easy and is highly suitable for beginners and families. It has an 'Easy' physical rating and a 'Green' climb difficulty, making it accessible for a wide range of users, including those with strollers or wheelchairs on its main paved sections.
The terrain is generally flat, typical of a rail trail, with minimal elevation changes. The surface varies; the Milford portion is largely paved with asphalt, while the Holliston section consists mainly of packed dirt, fine gravel, or stone dust. Some side trails offer a more rugged, singletrack experience.
The trail meanders through diverse scenery, including woodlands, marshes, and often parallels the Charles River. You can expect to see various wildlife such as rabbits, deer, birds, snakes, toads, geese, blue herons, beavers, and muskrats. It also passes picturesque bodies of water like Milford Pond, Louisa Lake, and Wildcat Pond.
The trail, converted from an abandoned railroad bed, features several historical landmarks. These include the distinctive Phipps Tunnel, known for its curved walls, and the impressive Bogastow Brook Viaduct, a stone bridge with eight arches. A side path also leads to the Fatima Shrine for a cultural detour.
The trail offers beauty year-round. Autumn provides 'perfect autumn colors,' while winter can offer quiet, snowy landscapes suitable for snowshoeing. Spring and summer are also excellent for enjoying the diverse scenery and wildlife. The best time depends on your preferred outdoor activity and aesthetic.
While the trail is a multi-use path, specific dog rules can vary by town section. Generally, dogs are welcome but should be kept on a leash and owners are expected to clean up after their pets. Always check local signage for any specific regulations.
No, there are no permits or entrance fees required to access or use the Upper Charles Rail Trail. It is a publicly accessible multi-use path maintained by local communities.
Yes, the route also passes through sections of the Upper Charles Trail, the East Coast Greenway (MA), and the Bay Circuit Trail, making it part of a larger network of paths for extended adventures.
While the main trail is generally easy, numerous side trails branch off into areas like Rocky Woods in Milford and Wenakeening Woods in Holliston. These side paths can be singletrack and offer a more rugged experience for those seeking a greater challenge.
The Upper Charles Rail Trail is primarily an out-and-back route, spanning approximately 13.4 miles in its current form. However, its connection to other trails and its linear nature allow users to customize their distance and turn around at any point.
Comments
Want to know more?
Sign up for a free komoot account to join the conversation.
Sign up for free