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Loop Trails near Stamford

The directory currently contains 30 quality-checked routes matching this guide near Stamford. Their average mapped distance is 2.2 km and average recorded ascent is 58 m (190 ft); the longest route in the set is 10.2 km.

This subset represents 34% of the 89 quality-checked routes near Stamford. Its average distance is 2.2 km, compared with 2.8 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, 19 routes (63%) are rated easy, 0 (0%) are rated hard or expert, and 30 (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

2.0 km

Delia Trail

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

Lowest recorded ascent in this sample

45 m

Gneiss Trail

6 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

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

Delia Trail

Connecticut · United States

Distance
2.0 km
/ 1.2 mi
Elevation gain
75 m
Typical duration
32 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

McCormack White Trail

Connecticut · United States

Distance
2.9 km
/ 1.8 mi
Elevation gain
81 m
Typical duration
43 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
Easy

Gneiss Trail

Connecticut · United States

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

Jamice's Loop

Connecticut · United States

Distance
0.7 km
/ 0.5 mi
Typical duration
9 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

Saul's Loop

Connecticut · United States

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

Green-Yellow Trail

Connecticut · United States

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

Oak Hill Trail

Connecticut · United States

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

Tulip Tree Loop

Connecticut · United States

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

White Trail

Connecticut · United States

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

Pink Trail (Off Leash Loop)

Connecticut · United States

Distance
2.8 km
/ 1.7 mi
Elevation gain
38 m
Typical duration
38 min
  • Waymarked route
Moderate

Blue-Yellow Trail

Connecticut · United States

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

The Driftway

Connecticut · United States

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

Yellow Loop

Connecticut · United States

Distance
7.1 km
/ 4.4 mi
Elevation gain
80 m
Typical duration
1 hr 36 min
  • Waymarked route
Easy

Cabin Trail

Connecticut · United States

Distance
0.4 km
/ 0.2 mi
Typical duration
5 min
Easy

French's Hill Trail

Connecticut · United States

Distance
1.5 km
/ 0.9 mi
Elevation gain
49 m
Typical duration
23 min
  • Waymarked route
Easy

West Mtn South Cliff Loop

Connecticut · United States

Distance
0.5 km
/ 0.3 mi
Elevation gain
10 m
Typical duration
7 min
  • Coastal
Easy

South Loop

Connecticut · United States

Distance
1.8 km
/ 1.1 mi
Elevation gain
12 m
Typical duration
23 min
Moderate

Pond Trail

Connecticut · United States

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

Tahmore Trail

Connecticut · United States

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

The Lariat

Connecticut · United States

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

Stephenson Trail

Connecticut · United States

Distance
2.8 km
/ 1.7 mi
Elevation gain
110 m
Typical duration
44 min
  • Waymarked route
Easy

Red Trail

Connecticut · United States

Distance
1.1 km
/ 0.7 mi
Elevation gain
19 m
Typical duration
16 min
Easy

Cattail Trail

Connecticut · United States

Distance
0.4 km
/ 0.3 mi
Elevation gain
8 m
Typical duration
6 min
  • Waymarked route
Easy

Nell's Rock Trail

Connecticut · United States

Distance
2.6 km
/ 1.6 mi
Elevation gain
27 m
Typical duration
35 min
  • Waymarked route
Easy

North Loop

Connecticut · United States

Distance
1.1 km
/ 0.7 mi
Elevation gain
18 m
Typical duration
15 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
Zoar TrailConnecticut10.2 km341 m2 hr 38 minModerateApril to October
Delia TrailConnecticut2.0 km75 m32 minModerateApril to October
Lillinoah TrailConnecticut9.0 km310 m2 hr 20 minModerateApril to October
McCormack White TrailConnecticut2.9 km81 m43 minModerateApril to October
Two Ridges TrailConnecticut4.8 km170 m1 hr 15 minEasyApril to October
Gneiss TrailConnecticut2.1 km45 m30 minEasyApril to October
Jamice's LoopConnecticut0.7 km0 m9 minEasyApril to October
Oak TrailConnecticut1.3 km34 m19 minModerateApril to October
Old FieldConnecticut1.1 km0 m13 minEasyApril to October
Saul's LoopConnecticut0.6 km0 m7 minEasyApril to October

Two Ridges Trail, Delia Trail, Old Field 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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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.

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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.

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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.

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