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Moderate Hiking Trails near Port Chester

The directory currently contains 11 quality-checked routes matching this guide near Port Chester. Their average mapped distance is 2.2 km and average recorded ascent is 62 m (203 ft); the longest route in the set is 7.1 km.

This subset represents 26% of the 42 quality-checked routes near Port Chester.

Every route in this set is rated moderate by the directory’s distance-and-elevation model. Technical terrain and live conditions are not part of that rating. Within this set, 0 routes (0%) are rated easy, 0 (0%) are rated hard or expert, and 3 (27%) 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

0.8 km

Burn Trail

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

Lowest recorded ascent in this sample

30 m

Hardwood Trail

6 of 6 have ascent data. Missing measurements are excluded.

Return logistics

2 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

Delia Trail

Connecticut · United States

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

Hardwood Trail

Connecticut · United States

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

Knapp Way

Connecticut · United States

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

Burn Trail

Connecticut · United States

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

Ordway Trail

Connecticut · United States

Distance
3.9 km
/ 2.4 mi
Elevation gain
180 m
Typical duration
1 hr 5 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
Moderate

Old Sib Preserve Loop

Connecticut · United States

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

Pond Trail

Connecticut · United States

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

Ruth’s Trail

Connecticut · United States

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

Bedford Trail

Connecticut · United States

Distance
2.5 km
/ 1.6 mi
Elevation gain
68 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
Delia TrailConnecticut2.0 km75 m32 minModerateApril to October
Hardwood TrailConnecticut1.9 km30 m27 minModerateApril to October
Knapp WayConnecticut1.3 km31 m19 minModerateApril to October
Burn TrailConnecticut0.8 km51 m15 minModerateApril to October
Ordway TrailConnecticut3.9 km180 m1 hr 5 minModerateApril to October
Yellow LoopConnecticut7.1 km80 m1 hr 36 minModerateApril to October
West Mountain Refuge North LoopConnecticut1.2 km26 m17 minModerateApril to October
Old Sib Preserve LoopConnecticut1.1 km48 m18 minModerateApril to October
Pond TrailConnecticut1.3 km23 m19 minModerateApril to October
Ruth’s TrailConnecticut1.3 km70 m22 minModerateApril to October

Hardwood Trail, Burn Trail, Delia 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.

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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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