Easy
Massachusetts · United States
- Distance
- 5.6 km / 3.5 mi
- Elevation gain
- 48 m
- Typical duration
- 1 hr 14 min
- River
- Waymarked route
Loop Trails near Boston
The directory currently contains 33 quality-checked routes matching this guide near Boston. Their average mapped distance is 3.8 km and average recorded ascent is 45 m (148 ft); the longest route in the set is 11.8 km.
This subset represents 19% of the 177 quality-checked routes near Boston. Its average distance is 3.8 km, compared with 8.7 km across the full local set.
Every route in this set is classified as a loop and returns to its starting area. A loop can still reuse part of the same path. Within this set, 25 routes (76%) are rated easy, 0 (0%) are rated hard or expert, and 33 (100%) are recorded as loops. Ratings are computed from available distance and elevation data and do not establish current terrain or access.
Data refreshed September 2026
Choose by the details
How do these routes differ?
A closer look at the first 6 routes in this page’s default ordering. These comparisons describe this sample, not the entire destination or a field-tested recommendation.
Shortest mapped distance in this sample
4.7 km
Great Meadows Bird Observer TrailCompare the climbing too; shortest does not necessarily mean easiest.
Lowest recorded ascent in this sample
0 m
Great Meadows Bird Observer Trail6 of 6 have ascent data. Missing measurements are excluded.
Return logistics
6 recorded loops
Check start and finish for every option. An unknown shape does not mean a loop, and a loop does not establish access to its start.
Plan the return journey →Distances follow stored route lines; ascent and time are estimates. Current access, surface and technical difficulty need separate checks. How to turn a comparison into a shortlist.
Trails
Easy
Massachusetts · United States
- Distance
- 4.7 km / 2.9 mi
- Typical duration
- 59 min
- Lake
- Wildlife watching
Moderate
Massachusetts · United States
- Distance
- 9.5 km / 5.9 mi
- Elevation gain
- 135 m
- Typical duration
- 2 hr 11 min
- Waymarked route
Moderate
Massachusetts · United States
- Distance
- 6.5 km / 4.1 mi
- Elevation gain
- 147 m
- Typical duration
- 1 hr 35 min
- Waymarked route
Moderate
Massachusetts · United States
- Distance
- 11.8 km / 7.3 mi
- Elevation gain
- 230 m
- Typical duration
- 2 hr 48 min
- Waymarked route
Moderate
Massachusetts · United States
- Distance
- 8.4 km / 5.3 mi
- Elevation gain
- 23 m
- Typical duration
- 1 hr 48 min
- Waymarked route
Easy
Massachusetts · United States
- Distance
- 4.1 km / 2.5 mi
- Elevation gain
- 12 m
- Typical duration
- 52 min
- Waymarked route
Easy
Massachusetts · United States
- Distance
- 3.0 km / 1.9 mi
- Elevation gain
- 67 m
- Typical duration
- 44 min
- Lake
Easy
Massachusetts · United States
- Distance
- 3.6 km / 2.3 mi
- Elevation gain
- 80 m
- Typical duration
- 53 min
- Waymarked route
Easy
Massachusetts · United States
- Distance
- 2.5 km / 1.6 mi
- Elevation gain
- 23 m
- Typical duration
- 33 min
- River
Easy
Massachusetts · United States
- Distance
- 1.1 km / 0.7 mi
- Elevation gain
- 10 m
- Typical duration
- 15 min
- River
Moderate
Massachusetts · United States
- Distance
- 7.0 km / 4.4 mi
- Elevation gain
- 104 m
- Typical duration
- 1 hr 37 min
- Forest
Easy
Massachusetts · United States
- Distance
- 5.2 km / 3.2 mi
- Elevation gain
- 31 m
- Typical duration
- 1 hr 7 min
- Forest
Easy
Easy
Moderate
Massachusetts · United States
- Distance
- 5.4 km / 3.3 mi
- Elevation gain
- 125 m
- Typical duration
- 1 hr 18 min
Moderate
Massachusetts · United States
- Distance
- 4.1 km / 2.6 mi
- Elevation gain
- 80 m
- Typical duration
- 59 min
Easy
Massachusetts · United States
- Distance
- 1.6 km / 1.0 mi
- Elevation gain
- 45 m
- Typical duration
- 24 min
Easy
Massachusetts · United States
- Distance
- 4.5 km / 2.8 mi
- Elevation gain
- 30 m
- Typical duration
- 1 hr
Easy
Easy
Easy
Massachusetts · United States
- Distance
- 1.5 km / 0.9 mi
- Elevation gain
- 6 m
- Typical duration
- 19 min
Easy
Massachusetts · United States
- Distance
- 1.7 km / 1.1 mi
- Elevation gain
- 25 m
- Typical duration
- 24 min
Easy
Massachusetts · United States
- Distance
- 2.7 km / 1.7 mi
- Elevation gain
- 20 m
- Typical duration
- 36 min
Moderate
Massachusetts · United States
- Distance
- 1.7 km / 1.1 mi
- Elevation gain
- 61 m
- Typical duration
- 27 min
Easy
Massachusetts · United States
- Distance
- 1.2 km / 0.8 mi
- Elevation gain
- 9 m
- Typical duration
- 16 min
- River
- Forest
Easy
Massachusetts · United States
- Distance
- 2.1 km / 1.3 mi
- Elevation gain
- 13 m
- Typical duration
- 27 min
Easy
Massachusetts · United States
- Distance
- 5.6 km / 3.5 mi
- Elevation gain
- 70 m
- Typical duration
- 1 hr 16 min
Easy
Massachusetts · United States
- Distance
- 5.5 km / 3.4 mi
- Elevation gain
- 6 m
- Typical duration
- 1 hr 9 min
Easy
Massachusetts · United States
- Distance
- 4.3 km / 2.6 mi
- Elevation gain
- 38 m
- Typical duration
- 57 min
Easy
Massachusetts · United States
- Distance
- 0.9 km / 0.6 mi
- Typical duration
- 12 min
- Waymarked route
Easy
Massachusetts · United States
- Distance
- 5.5 km / 3.4 mi
- Elevation gain
- 21 m
- Typical duration
- 1 hr 11 min
Easy
Massachusetts · United States
- Distance
- 1.9 km / 1.2 mi
- Elevation gain
- 20 m
- Typical duration
- 26 min
The shortlist, side by side
The ten highest scoring routes on this page, so you can compare effort before opening any of them.
| Route | Distance | Ascent | Time | Difficulty | Best season |
|---|---|---|---|---|---|
| Indian Head River TrailMassachusetts | 5.6 km | 48 m | 1 hr 14 min | Easy | April to October |
| Great Meadows Bird Observer TrailMassachusetts | 4.7 km | 0 m | 59 min | Easy | April to October |
| Reservoir TrailMassachusetts | 9.5 km | 135 m | 2 hr 11 min | Moderate | April to October |
| Rock Circuit TrailMassachusetts | 6.5 km | 147 m | 1 hr 35 min | Moderate | April to October |
| Skyline TrailMassachusetts | 11.8 km | 230 m | 2 hr 48 min | Moderate | April to October |
| ACROSS Lexington Route AMassachusetts | 8.4 km | 23 m | 1 hr 48 min | Moderate | April to October |
| ALC ACROSS Lexington Route CMassachusetts | 4.1 km | 12 m | 52 min | Easy | April to October |
| Long Lake LoopMassachusetts | 3.0 km | 67 m | 44 min | Easy | April to October |
| Yellow LoopMassachusetts | 3.6 km | 80 m | 53 min | Easy | April to October |
| Jennie Dugan Brook and Hosmer Trail CircuitMassachusetts | 2.5 km | 23 m | 33 min | Easy | April to October |
Indian Head River Trail, Great Meadows Bird Observer Trail, Skyline Trail currently rank highest in this filtered set according to the directory score. Open an individual route to inspect its mapped line, elevation profile, data source and planning caveats. Check live access, conditions and local rules with an official source before travelling.
Frequently asked questions
Plan with more confidence
All planning articles →Choosing a route
How to choose a hike beyond the difficulty label
Compare distance, climbing, route shape and missing information to build a shortlist that fits your day.
Read article →Understanding the map
Read an elevation profile without misreading the climb
Understand total ascent, net height change, profile scale and the section breakdown on each mapped route.
Read article →Planning your day
Build a hiking time plan with room for your own pace
Separate moving time, climbing allowance and stops, then explore how changing your assumptions changes the plan.
Read article →Related guides
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