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Best Long-Distance Hikes near Waterbury

The directory currently contains 5 quality-checked routes matching this guide near Waterbury. Their average mapped distance is 81.7 km and average recorded ascent is 1,518 m (4,980 ft); the longest route in the set is 95.2 km.

This subset represents 3% of the 183 quality-checked routes near Waterbury. Its average distance is 81.7 km, compared with 5.4 km across the full local set. Average recorded ascent is 1,518 m (4,980 ft), versus 125 m (410 ft) for all quality-checked routes in the same area.

These routes carry the long-distance tag. Total distance is shown for comparison; stage planning and accommodation require separate research. Within this set, 0 routes (0%) are rated easy, 5 (100%) are rated hard or expert, and 0 (0%) 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 5 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

65.2 km

Mattatuck Trail

Compare the climbing too; shortest does not necessarily mean easiest.

Lowest recorded ascent in this sample

1,162 m

Mattatuck Trail

5 of 5 have ascent data. Missing measurements are excluded.

Return logistics

0 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

Expert

Connecticut · United States

Distance
80.6 km
/ 50.1 mi
Elevation gain
2,207 m
Typical duration
22 hr
  • Mountain
  • Waymarked route
  • Long-distance path
Expert

Connecticut · United States

Distance
95.2 km
/ 59.2 mi
Elevation gain
1,205 m
Typical duration
24 hr
  • Mountain
  • Forest
  • Waymarked route
Expert

Connecticut · United States

Distance
95.1 km
/ 59.1 mi
Elevation gain
1,550 m
Typical duration
24 hr
  • Mountain
  • Forest
  • Waymarked route
Expert

Connecticut · United States

Distance
65.2 km
/ 40.5 mi
Elevation gain
1,162 m
Typical duration
16 hr
  • Mountain
  • Waymarked route
  • Long-distance path
Expert

Connecticut · United States

Distance
72.4 km
/ 45.0 mi
Elevation gain
1,464 m
Typical duration
19 hr
  • Mountain
  • Waymarked route
  • Long-distance path

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
Appalachian TrailConnecticut80.6 km2,207 m22 hrExpertApril to October
Mattabesett TrailConnecticut95.2 km1,205 m24 hrExpertApril to October
Metacomet TrailConnecticut95.1 km1,550 m24 hrExpertApril to October
Mattatuck TrailConnecticut65.2 km1,162 m16 hrExpertApril to October
Tunxis TrailConnecticut72.4 km1,464 m19 hrExpertApril to October

Appalachian Trail, Metacomet Trail, Mattabesett 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.

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