Explore the most popular trails near Lenox with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Lenox, Massachusetts Map
9 days ago

I agree with Rebecca Brodeur’s review. Do not attempt the All Trail loop outlined in the app. It will put you on a trail toward West Mountain Road. I’m not convinced there is a loop trail as outlined in the app. Very misleading! We attempted the loop from Reservoir Rd and ended up back tracking back up to summit after attempting the descent outlined by the loop in the app. We gave up after several attempts and retraced our path up to the summit - then descended via the boring route that took us to the top - making for a long up and back trek.

Love it

2 months ago

Quite steep beginning with nice views on top. I would rate as moderate.

3 months ago

Tons of trials, easy to moderate. Great for family.... watch out for bikes and runners. Most trails are well groomed, picnic tables and scenic overlook at Lenox trailhead.

3 months ago

Great for easy family hike, lots of trails, lots of wildlife.

4 months ago

Kennedy Park is much more than I expected. There are a ton of trails (all well maintained); the Aspinwall offers some nice views and a lot of little critters scurrying about. Some of the trail markers are less than great, but overall it's a terrific spot to explore & enjoy nature.

5 months ago

Great hike, challenging but fun.

Park at the Audubon Center, pay ($5 per adult) and enter the hike. The trails are clearly marked with yellow and blue blazes starting the Audubon Center. I’m not sure the gps start point of this alltrails would have been easy to follow.

9 months ago

Started from the parking lot at the Mass Audubon Pleasant Valley Sanctuary. Stayed to the left around Pike's Pond (lots of beaver activity around here) until I connected with the Ledges Trail. A few steep ascents and scrambles, which can get a little slick and dicey... Make sure you've got decent footwear! From the top of the steepest ascent, you walk through a lovely alpine-like area with a low canopy and several nice viewpoints. Reaching the cell tower at the summit, there's a great view, but it was very windy so we quickly headed back down along the Overbrook Trail. Great, lush, scenic walk through the woods - and perfectly well-marked the whole way.

A great place for a leisurely ride.

Nicely kept trails with lots of wildlife.

trail running
Tuesday, August 08, 2017

Great mix of terrain for a trail run. Beautiful scenery, a good mix of climbs and gentle downs. Only challenge was staying on trail while running; there's a lot of side trails and junctions where you have to stop to figure out which way to go... accidentally headed south right off the bat and ended up climbing to the top of the highest saddle in the area. Great views though and I got to race the sunset!

Tuesday, August 01, 2017

Wonderful paths and an incredible panoramic view at the top of the mountain. The return trip was more of following a gravel-laid road and not very entertaining in itself except for an occasional deer crossing the path.

Monday, July 10, 2017

Just finished the Aspinwall loop with a six-year-old and four-year-old and dog in tow. Was a very easy walk, wouldn't necessarily call it a hike. The kids walked it easily with no complaints of fatigue. This is a ver well-maintained trail, especially Nice for those not looking for tricky terrain or massive elevation changes. For those looking more for a hiking experience, it proves to be unexciting. Would definitely do it again with friends, but probably not by ourselves. Make sure to bring mosquito spray as it was pretty buggy and I got bit a bunch of times.

Friday, June 30, 2017

Beautiful trails! We watched a couple of beavers dragging branches into a pond and feasting on leaves from about 10 feet away. The trail to the summit is definitely not easy; it is steep and a bit slippery at times. Those with young kids should stick to the trails around and between the ponds.

Sunday, June 25, 2017

We chose this trail due to proximity to us and with the "view" selection. We saw the "overlook" by the overlook trail and wasn't much of an overlook. You see couple of mountains at a distance. The trail was good as most of it was shaded. Failing to remember mosquitoes repellant, bites everywhere!!!

Saturday, June 03, 2017

Coming back down I cut across to the Ledges trail and to the ponds at Mass Audubon. Beautiful area.

Saturday, April 22, 2017

Excellent trail to fire tower. Great for kids.

Sunday, March 05, 2017

I accessed this trail from the trailhead shown in Allmaps; However, this trail is not mapped correctly. It actually converges with the trail of ledges at Pleasant Valley Wildlife Sanctuary. The GPS function in Allmsps will take you way off any blazed trail from the point of the intersection with the Trail of Ledges.

After backtracking, I checked the trail of ledges map online and noticed that it would have taken me out to West Mountain Road, a very significant distance from the mapped trailhead. So, this is not really a loop trail, but rather an out and back trail.

Friday, September 30, 2016

Great morning hike. Some very steep parts on both the bluebird and ledges trails. View at top was spectacular. N

Tuesday, September 27, 2016

Having fun walking different trails and the challenge trails here at Kennedy park with my self and my friend wendy

Tuesday, September 20, 2016

Did this today-first time out hiking Ina year. For 2seniors, one w/knees that like to ache, very doable. View at the top just lovely!

Wednesday, September 07, 2016

Dog and family friendly four mile loop.

Sunday, July 03, 2016

Always good to walk Kennedy Park. We'll choose a different trail, depending on where we park and how much time we have. Great views from the overlook. Yesterday we took Bridle to Coakley (Main) out to Log Hop and back. Perfect weather and Log Hop is very quiet.

nice steep mountain climb if you go the blue legends of the edges way

Sunday, August 02, 2015

Don't be fooled that it is only 1.6 miles.

Thursday, May 28, 2015

Nice trail with scenery...

Tuesday, September 03, 2013

The trails are great. They are all very well labeled and it is near impossible to get lost. The trails range from easiest to most difficult. The easy trails are open with little to none debris (roots & rocks). The most difficult are very technical in that they have steep up hills, that seem to go forever, while being covered with large rocks. These tracks are also much narrower than the easiest trails.

This is a great place for any rider. I would not recommend this place if you are still sore from a previous ride though.

Tuesday, May 29, 2012

This is a great series of trails for walking, running, or mountain biking. The trails are all linked to one another like a small town in the forest. If you hit each of the trails it totals about 5 miles. There are some great lookout areas with beautiful views and benches scattered throughout the trails in case you want to take a break. This is a pretty easy but very enjoyable trail. If you park at the Arcadian Shop, you can run inside and grab a printed map of the trails before you start.

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