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Loop Trails in Connecticut

The directory currently contains 222 quality-checked routes matching this guide in Connecticut. Their average mapped distance is 1.6 km and average recorded ascent is 38 m (125 ft); the longest route in the set is 10.3 km.

This subset represents 24% of the 910 quality-checked routes in Connecticut. Its average distance is 1.6 km, compared with 3.6 km across the full local set. Average recorded ascent is 38 m (125 ft), versus 74 m (243 ft) for all quality-checked routes in the same area.

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, 159 routes (72%) are rated easy, 0 (0%) are rated hard or expert, and 222 (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

Trails

Moderate

Bald Mountain Red Trail

Connecticut · United States

Distance
4.2 km
/ 2.6 mi
Elevation gain
192 m
Typical duration
1 hr 10 min
  • Mountain
  • Waymarked route
Moderate

Bald Mountain White Trail

Connecticut · United States

Distance
1.5 km
/ 0.9 mi
Elevation gain
85 m
Typical duration
26 min
  • Mountain
  • Waymarked route
Easy

Shoreline Trail

Connecticut · United States

Distance
6.5 km
/ 4.1 mi
Elevation gain
48 m
Typical duration
1 hr 26 min
  • Coastal
  • Waymarked route
Moderate

Bald Mountain Green Trail

Connecticut · United States

Distance
0.9 km
/ 0.6 mi
Elevation gain
22 m
Typical duration
14 min
  • Mountain
  • Waymarked route
Easy

Munger Brook Trail

Connecticut · United States

Distance
1.3 km
/ 0.8 mi
Elevation gain
19 m
Typical duration
17 min
  • River
  • Waymarked route
Easy

Spencers Creek Trail

Connecticut · United States

Distance
0.7 km
/ 0.4 mi
Elevation gain
6 m
Typical duration
9 min
  • River
  • Waymarked route
Moderate

Summit Trail

Connecticut · United States

Distance
0.5 km
/ 0.3 mi
Elevation gain
23 m
Typical duration
8 min
  • Mountain
  • Summit push
  • Panoramic viewpoint
Moderate

Zoar Trail

Connecticut · United States

Distance
10.2 km
/ 6.3 mi
Elevation gain
341 m
Typical duration
2 hr 38 min
  • Waymarked route
Moderate

Blue Trail

Connecticut · United States

Distance
1.5 km
/ 1.0 mi
Elevation gain
54 m
Typical duration
24 min
  • Waymarked route
Moderate

Blue-White-Dot Trail

Connecticut · United States

Distance
1.1 km
/ 0.7 mi
Elevation gain
20 m
Typical duration
15 min
  • Waymarked route
Moderate

Delia Trail

Connecticut · United States

Distance
2.0 km
/ 1.2 mi
Elevation gain
75 m
Typical duration
32 min
  • Waymarked route
Moderate

Highland Trail

Connecticut · United States

Distance
1.8 km
/ 1.1 mi
Elevation gain
62 m
Typical duration
28 min
  • Waymarked route
Moderate

Joshua's Trust

Connecticut · United States

Distance
1.4 km
/ 0.9 mi
Elevation gain
43 m
Typical duration
21 min
  • Waymarked route
Moderate

Lillinoah Trail

Connecticut · United States

Distance
9.0 km
/ 5.6 mi
Elevation gain
310 m
Typical duration
2 hr 20 min
  • Waymarked route
Moderate

Mark Schaefer Trail

Connecticut · United States

Distance
4.9 km
/ 3.0 mi
Elevation gain
105 m
Typical duration
1 hr 10 min
  • Waymarked route
Moderate

McCormack White Trail

Connecticut · United States

Distance
2.9 km
/ 1.8 mi
Elevation gain
81 m
Typical duration
43 min
  • Waymarked route
The Steep Rock Association gate across the former right of way of the Shepaug, Litchfield and Northern Railroad in Washington, just south of Washington Depot. The Shepaug River is visible through the trees to the left of the trailhead signb
Moderate

Steep Rock Loop

Connecticut · United States

Distance
6.3 km
/ 3.9 mi
Elevation gain
160 m
Typical duration
1 hr 33 min
  • Waymarked route
Easy

Two Ridges Trail

Connecticut · United States

Distance
4.8 km
/ 3.0 mi
Elevation gain
170 m
Typical duration
1 hr 15 min
  • Waymarked route
Moderate

Witch Hazel Trail

Connecticut · United States

Distance
1.9 km
/ 1.2 mi
Elevation gain
88 m
Typical duration
31 min
  • Waymarked route
Moderate

Yellow Trail

Connecticut · United States

Distance
1.9 km
/ 1.2 mi
Elevation gain
97 m
Typical duration
32 min
  • Waymarked route
Moderate

Yellow Trail

Connecticut · United States

Distance
2.5 km
/ 1.6 mi
Elevation gain
116 m
Typical duration
42 min
  • Waymarked route
Easy

Agnes' Pasture Trail

Connecticut · United States

Distance
0.7 km
/ 0.4 mi
Elevation gain
20 m
Typical duration
10 min
  • Waymarked route
Easy

Blue Trail

Connecticut · United States

Distance
0.8 km
/ 0.5 mi
Typical duration
10 min
  • Waymarked route
Easy

Blue Trail

Connecticut · United States

Distance
0.6 km
/ 0.4 mi
Elevation gain
6 m
Typical duration
8 min
  • Waymarked route
Easy

Byron's Trail

Connecticut · United States

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

Chapin Trail

Connecticut · United States

Distance
1.8 km
/ 1.1 mi
Elevation gain
22 m
Typical duration
25 min
  • Waymarked route
The south portal of the Shepaug railroad tunnel through the "Clamshell" in the Steep Rock Preserve in Washington, Connecticut.
Moderate

Clamshell Loop

Connecticut · United States

Distance
3.6 km
/ 2.3 mi
Elevation gain
92 m
Typical duration
54 min
  • Waymarked route
Easy

Clara, Emma and John's Loop

Connecticut · United States

Distance
1.4 km
/ 0.9 mi
Elevation gain
21 m
Typical duration
20 min
  • Waymarked route
Moderate

Clark Trail

Connecticut · United States

Distance
1.4 km
/ 0.9 mi
Elevation gain
42 m
Typical duration
22 min
  • Waymarked route
Easy

Eric L. Stone Trail

Connecticut · United States

Distance
3.8 km
/ 2.4 mi
Elevation gain
25 m
Typical duration
50 min
  • Waymarked route
Easy

FLT Trail

Connecticut · United States

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

Gneiss Trail

Connecticut · United States

Distance
2.1 km
/ 1.3 mi
Elevation gain
45 m
Typical duration
30 min
  • Waymarked route
Easy

Green Trail

Connecticut · United States

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

Jamice's Loop

Connecticut · United States

Distance
0.7 km
/ 0.5 mi
Typical duration
9 min
  • Waymarked route
Easy

Langhammer Trail

Connecticut · United States

Distance
1.9 km
/ 1.2 mi
Elevation gain
25 m
Typical duration
26 min
  • Waymarked route
Easy

Loop Trail

Connecticut · United States

Distance
1.0 km
/ 0.6 mi
Elevation gain
18 m
Typical duration
14 min
  • Waymarked route
Little Free Library at St. John's Episcopal Church, North Guilford Connecticut
Easy

North Loop

Connecticut · United States

Distance
0.7 km
/ 0.5 mi
Elevation gain
12 m
Typical duration
10 min
  • Waymarked route
Moderate

Oak Trail

Connecticut · United States

Distance
1.3 km
/ 0.8 mi
Elevation gain
34 m
Typical duration
19 min
  • Waymarked route
Easy

Old Field

Connecticut · United States

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

Orange Trail

Connecticut · United States

Distance
0.8 km
/ 0.5 mi
Elevation gain
14 m
Typical duration
12 min
  • Waymarked route
Easy

Orange Trail

Connecticut · United States

Distance
1.5 km
/ 0.9 mi
Elevation gain
12 m
Typical duration
19 min
  • Waymarked route
Moderate

Outer Loop Trail

Connecticut · United States

Distance
7.6 km
/ 4.7 mi
Elevation gain
97 m
Typical duration
1 hr 43 min
  • Waymarked route
Moderate

Red Trail

Connecticut · United States

Distance
1.9 km
/ 1.2 mi
Elevation gain
57 m
Typical duration
29 min
  • Waymarked route
Easy

Redwing Pond Trail

Connecticut · United States

Distance
0.7 km
/ 0.4 mi
Elevation gain
8 m
Typical duration
10 min
  • Waymarked route
Easy

Saul's Loop

Connecticut · United States

Distance
0.6 km
/ 0.3 mi
Typical duration
7 min
  • Waymarked route
Easy

Self-Guided Trail

Connecticut · United States

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

Tulip Tree Trail

Connecticut · United States

Distance
0.6 km
/ 0.4 mi
Elevation gain
7 m
Typical duration
8 min
  • Waymarked route
Easy

Van Ingen Trail

Connecticut · United States

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

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
Bald Mountain Red TrailConnecticut4.2 km192 m1 hr 10 minModerateApril to October
Bald Mountain White TrailConnecticut1.5 km85 m26 minModerateApril to October
Shoreline TrailConnecticut6.5 km48 m1 hr 26 minEasyApril to October
Bald Mountain Green TrailConnecticut0.9 km22 m14 minModerateApril to October
Munger Brook TrailConnecticut1.3 km19 m17 minEasyApril to October
Spencers Creek TrailConnecticut0.7 km6 m9 minEasyApril to October
Summit TrailConnecticut0.5 km23 m8 minModerateApril to October
Zoar TrailConnecticut10.2 km341 m2 hr 38 minModerateApril to October
Blue TrailConnecticut1.5 km54 m24 minModerateApril to October
Blue-White-Dot TrailConnecticut1.1 km20 m15 minModerateApril to October

Bald Mountain Red Trail, Bald Mountain Green Trail, Shoreline 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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