Trail Run Project Logo

A rigorous climb to highest peak in Connecticut—Bear Mountain!


Your Rating: Rating Rating Rating Rating Rating      Clear Rating
Your Difficulty:
Your Favorites: Add To-Do · Your List
Zoom in to see details
Map Key

5.4

Miles

8.7

KM

72%

Runnable

2,313' 705 m

High

768' 234 m

Low

1,549' 472 m

Up

1,548' 472 m

Down

11%

Avg Grade (6°)

38%

Max Grade (21°)

Dogs Unknown

Features Birding · Commonly Backpacked · Fall Colors · River/Creek · Views · Wildflowers · Wildlife

Overview

This is a popular run with equal parts strenuous climbs and spectacular views.

Description

This is a very heavily trafficked trail that leads to summit of Bear Mountain, the highest peak in CT... yet not the highest spot in the state. The southern slope of Mt Frissel (a peak in MA) is slightly higher and holds that distinction.

Traveling south on Route 41, there is parking about 1.5 miles on your right. The trailhead is clearly marked. From the trailhead, hop on the Under Mountain Trail and follow it as it ascends, crossing a few streams in the process.

You'll pass Paradise Lane campground and trailhead which make a loop possible.

Take a right once you reach AT. Scramble over the rocks and enjoy the many views, and soon you'll have reached a large flattened pyramid that marks the summit. Climb up and enjoy the view!

Shared By:

Dave Gomula

Trail Ratings

  4.6 from 11 votes

#918

Overall
  4.6 from 11 votes
5 Star
64%
4 Star
36%
3 Star
0%
2 Star
0%
1 Star
0%
Recommended Route Rankings

#2

in Connecticut

#918

Overall
80 Views Last Month
12,869 Since Jul 4, 2018
Intermediate/Difficult Intermediate/Difficult

0%
0%
55%
18%
27%
0%

Photos

Lower Viewpoint about 0.2 mi from the peak.
Nov 12, 2020 near Salisbury, CT
Bear Mountain Peak
Jul 8, 2019 near Salisbury, CT
View from the peak of Bear Mountain on a beautiful day!
Nov 17, 2020 near Salisbury, CT
Trail Sign
Jul 8, 2019 near Salisbury, CT
Enjoying the views
Oct 24, 2018 near Canaan, CT

0 Comments

Weather


Current Trail Conditions

Unknown
Add Your Check-In

Check-Ins

Aug 8, 2021
Pete Gibson
Great Run. Trail is well maintained and in great condition. Climb out on Undermountain Trail is good. A couple of short steep sections. After AT in… 5.2mi — 1h 46m
Welcome

Join the Community! It's FREE

Already have an account? Login to close this notice.