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Bear Mountain

Intermediate/Difficult
 4.7 (9) RECOMMENDED ROUTE

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


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Map Key

5.4

Miles

8.7

KM

Out and Back

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

Family Friendly The trail and distance is fairly easy so the entire family can enjoy, and there is a flattened pyramid on top to climb! Recommended for older children who are comfortable with a couple hours of hiking

Overview

This is a popular hike 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

  4.7 from 9 votes

#784

Overall
  4.7 from 9 votes
5 Star
67%
4 Star
33%
3 Star
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1 Star
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Recommended Route Rankings

#2

in Connecticut

#784

Overall
203 Views Last Month
9,746 Since Jul 4, 2018
Intermediate/Difficult

0%
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44%
22%
33%
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Photos

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

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Check-Ins

Jun 20, 2021
Shannon Marie
8.4mi — 2h 15m
Jun 6, 2021
Leslie Oglesby
June 6 loads of Mountain Laurel but not yet bloomed. Some buds...but mostly leaves.
Nov 14, 2020
Ruth Cyr
Start on the Under Mountain Trail. Then did the loop counter clockwise. The scramble up were no joke, but doable. The views at the peak? Priceless!
Nov 9, 2020
Henry Rowland
Oct 21, 2020
Matthew Schaefer
5.3mi — 2h 30m
Jul 25, 2020
Chad Gonzales
5mi
Apr 7, 2020
Erik Bieder
8.5mi — 3h 00m
Nov 7, 2019
William Cook
The south slope is the easiest way to the top. The north side of the mountain is steep and can be slippery.