Explore AT: CT - view hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

AT: CT Map
VIEW FULL MAP

Beautiful hike! The view is super nice on top (and can be a bit crowded). I would recommend to take Paradise lane trail to get up there as you will encounter a "wall" of rock to get to the view point. It will be easier on your body to climb this wall rather than go down on it. Can be done within 2-3h.

I’ve hiked up to Bear Mountain many times but I normally take an in and out (Undermountain trail to AT to Bear Mountain then back down). Today we did this loop- Undermountain trail to Pleasant Lane to AT and back to Undermountain. Undoubtedly the loop was more fun. Right before the Bear Mountain summit there’s some great rock scrambling. If you’re going to do the loop I recommend going counter clock wise (up Pleasant Lane and down Undermountain) to avoid having to transverse down the rock scramble. The rocks are pretty wet and slippery but they weren’t difficult to climb, I would just prefer to climb up them rather than down. We’ve also had a lot of rain lately so it was a pretty wet trek overall. Views are amazing and well worth the hike.

hiking
19 days ago

Really fun hike.

Well marked and not very challenging. If you have bad knees, hike the loop counterclockwise (go up Paradise and come down Undermountain)...you’ll avoid a short, but challenging descent near the summit. Nice views at the top.

Started at Pine Knob loop and Finished at the parking area for St Johns Ledges. Nice hike for a total of 8 miles one way.

24 days ago

great view on the top.nice hike

hiking
26 days ago

I love this trail. I prefer to take the Paradise trial up since there is a steep rocky section and I find it easier climbing up the rocks if the trail is wet. Due to heavy rainfall many sections of the trial were wet and muddy.

A really nice day on this trail. Easy,not too many others gonna do this again when the foliage is brighter

hiking
27 days ago

Did this on Sunday, it was a gorgeous day! I brought my 11w old puppy with me and a friend. We started at about 1030 and ended around 3pm. Having the puppy made things a little slower but overall really enjoyed the hike! Tried to take the route preferred by commenters but I believe we ended up taking the opposite direction which means we were butt scooting down some of the rocks because it was so steep! Still a lot of fun though! Made me question how some of the other folks I saw pass us were making it up that way though.
It was pretty trafficked though.

hiking
28 days ago

Great hike! Especially during fall in CT. My husband and I hiked yesterday. We took the advice of others here and took a right at the fork to paradise lane trail to do a counterclockwise loop. The trail is easy to follow and accurately rated as medium. The rock ledges before hitting the peak were the hardest part. The view at the top was lovely, and going counterclockwise allowed us to enjoy the views on the way down as well. I tracked 6.35 miles and we finished right around 3 hours including our lunch stop at the peak.

hiking
1 month ago

Hi ya'll I did this hike yesterday. I think it is accurately labeled moderate, although I'd imagine if you are a seasoned hiker on trails with incline it might seem easier. The most challenging parts of the hike for me, were the first 20 minutes before it splits, and the half mile up the rock scramble before the summit. However, there was plenty of flatter sections to allow you to catch your breath.
I took the suggestion of doing the loop counterclockwise, and am glad I did. Personally I don't think I would have liked climbing down the rock slabs. They were pretty damp and slippery. Also, because I did it counterclockwise I was able to continue looking out on the view as I made my way down. This hike took me about 3 hours 40 minutes. I definitely took my time going up. Made a few breaks, but was able to come down at a pretty good slip. Enjoy!

hiking
1 month ago

I’m not a seasoned hiker and this trail was really easy. It was a bit slippery today and I was lucky to make it before it got too busy. If you’re looking for a lighter traveled path, this one is not for you. Go early to avoid the crowds.

This is the tallest peak in CT, so it should be noted that it is a fairly steep and steady climb the first 2 miles, up up up! it relaxes a bit after that until the last mile, we went left (instead of doing the paradise lane trail) to the summit and clocked it at 7 miles total. Not sure how this site is saying 6, because the paradise lane trail looks longer. The view is stunning and worth it.

hiking
2 months ago

I’m an avid hiker so this hike was a piece of cake. I followed this route exactly and it was all very clearly marked. Beautiful views from the top!

Nice day hike - we continued on to second overlook and then turned around so our mileage was longer. When walking the road from Bull’s Bridge look to the left, you will see a trail marker post with pamphlets etc which will let you know where the trailhead is. Very cool wildflowers, erratics, lichens and an eastern newt.

hiking
2 months ago

Trail turned out to be more challenging than we expected but overall and so far our best hike of the year! On the way back we haven’t met almost no one so it was freaky to feel alone in the woods but we made out alive , well and before the dusk. I wouldn’t recommend bringing small kids, inexperienced pets and elderly, elevation more that 1600 ft and for the most part you just keep going up like on stepmaster. Bring lots of water and be wise with time, you ‘ll be fine

hiking
2 months ago

some good challenging uphills, and the view from the top of bear mountain is stunning.

hiking
2 months ago

highest point in connecticut! pretty steep near the summit (lots of fun scramble-y boulders to climb), but the views were totally worth it. really beautiful mountain vegetation along the summit area, and all downhill from there. :) we stopped for lunch about 3 miles in; took about 6 hours including a few stops and some lounging/snacking at the top.

This section was great! For anyone looking to continue after bulls bridge beware. The trail gets pretty challenging after that until your next out at Route 341 in Kent. Annie at Back Country Outfitters was awesome! She gave us a last minute shuttle back to the trail head where we started. The ice cream is something you don’t want to pass up either.

made it with two kids -6 and 8 years old, amazing views

Beautiful, well-kempt trail. Slight inclines to keep things interesting. Great vistas. Awesome foliage.

nature trips
2 months ago

Absolutely great hiking. Nice and easy trail in the beginning and middle then become challenging near the summit if you go from east side of mountain. Definitely great view on the top.

Great mid-level hike. I hiked to Skiff Mt. Road and took the road back to my car. Starts off with a beautiful field of purple and yellow flowers. Then there is a steep ascent for about 15-20 minutes. After that the trail mostly levels off until a descent at the four mile mark. The trail is 90 percent shaded. Views at the top are impressive but are probably better when the leaves have fallen.

2 months ago

This was my first time doing this hike and I was not disappointed. It's a beautiful hike after the first two miles with 3 lovely viewpoints.

A few points to note:

- I highly recommend doing this hike counterclockwise bearing to the right on the Paradise Lane Trail and following up to the summit. be warned, the rock scramble is extremely long and very steep and, in my opinion, should be conquered going up rather than going down. The rocks were very wet after all the rain we've had and I can't imagine ever going down that scramble without being terrified. And I'd never do it with little kids. However, I found it exciting and exhilarating trying to figure out how to manuver it. What a rush when we made it to the top!

- There was a section where we had to cross a river that was slightly rapid after all the rain. I found it rather exciting but it could be tricky if you're not prepared for something like that.

- Wear hiking boots! Mud and large puddles were everywhere!

I'd definitely do this hike again, repeating the counter clockwise trek. We clocked it at 6.6 miles.

Great hike with my daughter. Excellent views and lots of nature. On our way down, 100 meters off the trail we saw a large man like animal eating berries from a Bush. It wasn't until later that we realized we had seen big foot. Great hike.

hiking
3 months ago

Turned right towards Paradise lane, came up the back, a little longer and harder, first time out hope to return soon.

hiking
3 months ago

Did this going from lions head to bear mountain in December. Light snow, a bit icy and windy but definitely worth the view for a CT hike. My dog and I were able to take our time and enjoy the view. Took about 5 hours all around including stops

trail running
3 months ago

Trail was in great shape. Beautiful views from the top.

It was HOT!!! 1st bit is quite steep. Great time nice trail. Good training for my Long Trail trek in September

on Bear Mountain Trail

4 months ago

tough for an amateur like me
but I DID IT!!!!

Load More