Home › Massachusetts › Medway
Running trails in Medway, MA
Medway has 3 trails in the directory — 1 boardwalk and 1 shaded. 2 of them post opening hours, so you can check the gate before an early start. They're ranked here by rating weighted by review volume, across 782 Google reviews. Filter by surface, loop, distance, shade or lighting to get to the run you're actually planning — no made-up difficulty score, just the facts you'd check before driving out.
Choate Park
4.8 ★★★★★ 650 reviews
Recreational retreat with tennis courts, a playground, walking paths, a large pond & picnic areas.
Oakland Park
4.8 ★★★★★ 132 reviews
Playground, sandpit and basketball court at this family-friendly park with a lake beach.
Dave Hoag Boardwalk
No trails match those filters.
How to pick a trail in Medway
- Match the surface to your legs. Most of what's here is boardwalk (1 of 3). Asphalt and concrete are fast, predictable and runnable year-round but the least forgiving; crushed limestone and dirt take the sting out of high mileage; boardwalk is flat and scenic but slick in the wet. If your shins or knees are complaining, the fix that actually works is varying the surface you run on rather than chasing one "best" one. More boardwalk trails →
- Loop or out-and-back? A loop finishes back at the car with no backtracking; on an out-and-back you simply turn round at half your distance.
- Check the hours before a 6am run. Plenty of trails sit inside parks that gate at dusk and don't unlock until well after sunrise, so a trail that's perfect at lunchtime can be locked at 6am. 2 of the 3 listings carry posted opening hours — worth a look before you set an alarm.
- Long run? Check water and restrooms first. 1 has trailhead parking and 2 have restrooms in Medway. Anything over an hour and those stop being nice-to-haves — and in summer, shade counts double.
- The small things that decide it. 1 shaded and 1 dog-friendly. Busy or quiet isn't a good-or-bad thing here: a busy path is the safer choice for a solo run at dawn, a quiet one is better for intervals.
More on all of this in the trail-running guides.
Browse Medway trails by type
Running trails near Medway
Worth the short drive — the closest towns with trails in the directory.