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Family-Friendly Hikes in Massachusetts

The directory currently contains 167 quality-checked routes matching this guide in Massachusetts. Their average mapped distance is 2.5 km and average recorded ascent is 25 m (82 ft); the longest route in the set is 6.2 km.

This subset represents 56% of the 300 quality-checked routes in Massachusetts. Its average distance is 2.5 km, compared with 9.0 km across the full local set. Average recorded ascent is 25 m (82 ft), versus 124 m (407 ft) for all quality-checked routes in the same area.

Every route in this set has the kid-friendly field set to true. Age, experience and current terrain still need an individual assessment. Within this set, 167 routes (100%) are rated easy, 0 (0%) are rated hard or expert, and 43 (26%) 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

Trails

A man fishing in the Indian Head River reservoir , on the border of Pembroke and Hanson in Massachusetts.
Easy

Massachusetts · United States

Distance
5.6 km
/ 3.5 mi
Elevation gain
48 m
Typical duration
1 hr 14 min
  • River
  • Waymarked route
Easy

Massachusetts · United States

Distance
0.6 km
/ 0.4 mi
Elevation gain
18 m
Typical duration
9 min
  • Forest
  • Waymarked route
Easy

Massachusetts · United States

Distance
1.0 km
/ 0.6 mi
Elevation gain
16 m
Typical duration
14 min
  • Forest
  • Waymarked route
Easy

Massachusetts · United States

Distance
4.3 km
/ 2.7 mi
Elevation gain
35 m
Typical duration
57 min
  • River
  • Forest
Easy

Massachusetts · United States

Distance
2.2 km
/ 1.4 mi
Elevation gain
9 m
Typical duration
28 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
0.7 km
/ 0.4 mi
Typical duration
8 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
1.5 km
/ 1.0 mi
Elevation gain
30 m
Typical duration
22 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
2.0 km
/ 1.2 mi
Elevation gain
20 m
Typical duration
27 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
1.7 km
/ 1.1 mi
Elevation gain
13 m
Typical duration
23 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
0.9 km
/ 0.6 mi
Elevation gain
35 m
Typical duration
15 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
1.7 km
/ 1.1 mi
Elevation gain
7 m
Typical duration
22 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
2.4 km
/ 1.5 mi
Elevation gain
6 m
Typical duration
31 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
5.2 km
/ 3.3 mi
Elevation gain
35 m
Typical duration
1 hr 9 min
  • Lake
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
1.1 km
/ 0.7 mi
Elevation gain
10 m
Typical duration
15 min
  • River
Easy

Massachusetts · United States

Distance
2.3 km
/ 1.4 mi
Elevation gain
8 m
Typical duration
29 min
  • Forest
Easy

Massachusetts · United States

Distance
1.1 km
/ 0.7 mi
Typical duration
13 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
1.6 km
/ 1.0 mi
Elevation gain
41 m
Typical duration
24 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
2.2 km
/ 1.4 mi
Elevation gain
52 m
Typical duration
32 min
  • River
Easy

Massachusetts · United States

Distance
2.0 km
/ 1.2 mi
Elevation gain
9 m
Typical duration
26 min
  • Waymarked route
[The North Main Street (Route 27) bridge over the Worcester Main Line seen from the inbound platform at Natick station in December 2006
Easy

Massachusetts · United States

Distance
1.1 km
/ 0.7 mi
Elevation gain
7 m
Typical duration
14 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
0.6 km
/ 0.4 mi
Typical duration
7 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
0.5 km
/ 0.3 mi
Typical duration
6 min
  • Waymarked route
Easy

Massachusetts · United States

Distance
1.6 km
/ 1.0 mi
Elevation gain
45 m
Typical duration
24 min
Easy

Massachusetts · United States

Distance
4.3 km
/ 2.7 mi
Elevation gain
29 m
Typical duration
57 min
Playground, Bridge Elementary, Lexington Massachusetts
Easy

Massachusetts · United States

Distance
6.1 km
/ 3.8 mi
Elevation gain
42 m
Typical duration
1 hr 20 min
Easy

Massachusetts · United States

Distance
2.9 km
/ 1.8 mi
Elevation gain
29 m
Typical duration
39 min
Easy

Massachusetts · United States

Distance
1.9 km
/ 1.2 mi
Typical duration
24 min
Easy

Massachusetts · United States

Distance
2.1 km
/ 1.3 mi
Elevation gain
22 m
Typical duration
28 min
Easy

Massachusetts · United States

Distance
1.4 km
/ 0.9 mi
Elevation gain
6 m
Typical duration
18 min
Easy

Massachusetts · United States

Distance
1.8 km
/ 1.1 mi
Typical duration
23 min
Easy

Massachusetts · United States

Distance
1.5 km
/ 0.9 mi
Elevation gain
15 m
Typical duration
20 min
Easy

Massachusetts · United States

Distance
3.3 km
/ 2.0 mi
Typical duration
41 min
Easy

Massachusetts · United States

Distance
1.3 km
/ 0.8 mi
Elevation gain
37 m
Typical duration
19 min
Easy

Massachusetts · United States

Distance
1.4 km
/ 0.9 mi
Typical duration
17 min
The corners of Thoreau and Walden Streets in Concord Mass. USA
Easy

Massachusetts · United States

Distance
2.8 km
/ 1.7 mi
Elevation gain
32 m
Typical duration
38 min

The shortlist, side by side

The ten highest scoring routes on this page, so you can compare effort before opening any of them.

Distance, ascent, walking time and difficulty for the top routes
RouteDistanceAscentTimeDifficultyBest season
Indian Head River TrailMassachusetts5.6 km48 m1 hr 14 minEasyApril to October
Great Meadows Bird Observer TrailMassachusetts4.7 km0 m59 minEasyApril to October
Virginia Wood TrailMassachusetts0.6 km18 m9 minEasyApril to October
Woodland Path LoopMassachusetts1.0 km16 m14 minEasyApril to October
Sabine Woods LoopMassachusetts4.3 km35 m57 minEasyApril to October
ALC ACROSS Lexington Route CMassachusetts4.1 km12 m52 minEasyApril to October
Balsam TrailMassachusetts2.2 km9 m28 minEasyApril to October
Fells PathMassachusetts0.7 km0 m8 minEasyApril to October
Historic TrailMassachusetts1.5 km30 m22 minEasyApril to October
Long Pond Nature TrailMassachusetts2.0 km20 m27 minEasyApril to October

Indian Head River Trail, Woodland Path Loop, Virginia Wood 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

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