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Bear Mountain and Lions Head – Hiking| Average Hiker

Lions Head

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Bear Mountain and Lions Head

Bear Mountain and Lions Head  are both located near Salisbury, in upper state Connecticut.  I stomped around the car, trying to stay warm as I gathered my day pack, and shoved my lunch into it.  The day was absolutely beautiful!  The middle of the week, coupled with chilly temperatures, was going to make this the perfect day for a hike.  I would probably see very few people.


The trailhead for this hike is located on Route 41 about 3 miles north of Salisbury.  There is room for about 12 cars at the trailhead, and even a moldering privy.  I checked out the privy.  Try to use the restroom BEFORE you arrive at the trailhead.  A kiosk with maps and trail guides is located just past the parking area, about 20 yards up the blue blaze trail.

Blue Blaze Trail (Undermountain Trail)

My intent was to leave the trailhead on Undermountain Trail, and hike two miles up to the Appalachian Trail.  The AT and Undermountain Trails intersect at Riga Junction.  I would then take a right and head north to Bear Mountain, before retracing my steps and heading back south to Lions Head.  The total mileage would be about 10.6 miles.

Paradise Lane

The climb up to Riga Junction was strenuous, but not overly taxing since the grade was good, and the trail well maintained.  I was excited when I glanced up to see the trail signs for Paradise Lane and Paradise Group site, thinking it was Riga junction.  The climb had gone much faster than I expected I thought.  Checking the mileage on the signs, I realized this was not Riga junction, and I still had about a mile left before reaching the AT.  I resumed the climb.

Water on Undermountain Trail

One thing I noted on Undermountain Trail was the abundance of running water.  There was no real need to carry much extra water.  I usually camel up (drink as much as possible), and carry a half liter, stopping to drink more water when I come across it on the trail.  It is second nature to keep weight as low as possible, even on day hikes.

Riga Junction

The last mile up to the Riga junction maintained a grade that required the same rigorous climbing, and I was glad it was a cold morning.  As endorphins coursed through me, I practically ran up the mountain.  The climb was invigorating, and as I pulled up in front of the sign at Riga junction, I tilted my head back and laughed out loud!  I never for a minute take for granted how fortunate I am to be out here.

Bear Mountain

Once I reached Riga Junction, I took a right and headed north.  Bear Mountain summit is the highest point in Connecticut @ 2,316 feet, and was about .9 mile further up the Appalachian Trail.  The climb was a solid uphill grade, passing through increasingly smaller forest before beginning to scramble over slabs of granite and reaching the top.  There were several great views before reaching the large rock wall, with an illegible granite plaque, at the summit of Bear Mountain.

Another route to take, if you prefer a loop, is to take the Paradise Lane Trail, about a mile up from the parking area.  You will travel below Bear mountain and come up the north side.  After reaching the summit, you can continue south down the AT, before reaching Riga Junction and heading back down Under Mountain Trail.

Lions Head

After a couple of snacks, I retraced my steps and began hiking the 3.3 miles south to Lions Head.  The hike between Lions Head and Bear Mountain is nice, with a couple of shelters and group camping areas.  I think the section from Salisbury over to Sages Ravine is a great weekend backpacking trip.  It has plenty of water, places to camp, and some great views and places of interest – Lions Head, Bear Mountain and Sages Ravine.  Lions Head is also a great Day Hike for a picnic.  It is a strenuous climb, but well worth the effort.

Section to Lions Head

The section from Bear Mountain to Lions Head is less strenuous and contains more moderate hiking.  There are parts that are almost park like, with the hardwood forests, laurel and small gurgling brooks.  This is a great hike for people being introduced to hiking or backpacking.


One of my favorite shelters in this area is Brassie Brook.  The shelter is on the side of the ridge, and near a good water source.  It also has a big, clean privy, with actual walls, which is always a plus when the privy faces the shelter.  In addition to Brassie Brook Shelter, there is also a group site.  Past Brassie Brook, before reaching Lions Head, Riga Shelter and another group camping site can be found.  There are no lack of places to stay between Lions Head and Bear Mountain, unless hiking during the summer, or on the weekends.  It may be a little more crowed during these peak times.

Lions Head

The climb up to Lions Head was similar to Bear Mountain, although not as long.  There were the same small scrambles over granite slabs, with more great views on the climb to the summit.

Once at the top, I settled in amongst the rock outcroppings to eat lunch.  A new bagel shop opened near the house, and I had an everything bagel loaded with cream cheese, onion, and all those things I only eat when hiking.  Yum!

As I was finishing up the bagel, I heard someone yelling my name repeatedly.  How did anyone know I was here, and what was wrong?!  Suddenly, a young black and white hunting dog came bounding over the rocks, and leaped onto my back, with both paws on my shoulders.  I began laughing since I love dogs.  The poor owner was mortified as he tried to grab his dog, (that had my name).  She bounced around me, dodging him, with a big ole dog grin on her face, exuding pure joy at being outside on this beautiful day.  I held her while he leashed her, and we chatted for a few minutes before they hiked on down the mountain.

Heading Home

The hike north on the AT, back down Over Mountain Trail, went by quickly.  I was powered by bagel carbs!  One of the best things about hiking, will always be ability to eat most anything I want.  I’ve just got to learn to curve the dairy and carbohydrate cravings, and try to focus on a few healthier items like veggies and lean proteins.  No luck yet, but I’m going to work on it.

I ended up passing a day hiker on my way down to the parking area, on Over Mountain Trail.  He was the only other hiker I saw all day, other than the dog’s owner.  I suspect it is probably MUCH busier on the weekends.  Even if busy on the weekends though, this is definitely a section of trail I would recommend!

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