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

Nice woodland scenery,especially in the beginning along the stream. However, followed this hike path to “summit” .... no real views. All trees !! No signage or trail markers !! Some parts, no real trail, either !! Worked my way through the woods around this “summit” until I came across another “trail” that went by a bulldozed area with lots of pink surveyor tapes on the trees .... which appeared to follow along the Monument Mountain Reservation border. Had an “adventurous” hike. (Be sure to have your GPS)

Very fun hike; great views from the top

hiking
1 month ago

This hike was nice, but very easy compared to what I had read here. This would be a fantastic trail run, but I was looking for a slightly more rigorous hike for walking than what I got. My friend and I hiked the more challenging leg of the trail up, crossed over the summit using Squaw Trail, then took the easier Indian Trail down (it’s better on your knees to go downhill more gradually). The paths were all incredibly clean and well kept. There were a few 4 year old kids playing at Summit when we got up there, which says something about how easy the hike is. Views are great, but if youre looking for more of a “real hike” where youre following blazes and needing to watch your footing, choose a different hike.

My 8 year old daughter and I really love this trail, we did it for the first time back in April and didn’t make it to the top of the red trail but enjoyed our hike. Just went this past weekend (October) and made it up the red trail and down the yellow. Beautiful and only slightly challenging. View was amazing

A good, flat, easy walk. 45 to 50 mins to complete the circuit around the gorgeous pond. In summer you’ll need to pay to park. Can be very icy in winter.

Excellent trail, beautiful overlooking the country

Great hike. I parked at Jug End road and began my hike there. Unfortunately I picked a rainy so, it was slippery and muddy, and the trails were covered by the mist. At least it was chilly and not humid or muggy. I originally wanted to hike all the way to Bear Mountain but once I got to Mount Race I decided to go back cause it’s a long loop. If it was a one way, i would’ve done it. A loop hike to Mount Race alone was a total of 12.6 miles and by the time I was close to my car I was so sleepy and hungry lol. I almost wanted to crash at the Glen Brook shelter lol which btw it’s a beautiful shelter. There’s an outback, fire pit, bear box, table with a bench and a creek nearby. I got one clear scenic view but others were misty. The wooden stairs bolted on the rocks are pretty cool too. I was surprised at how many through hikers I met along the way some coming from Maine and others from Georgia. They were real nice people. Other than that, it was an awesome hike.

Great hike with beautiful views!

We did the Indian Trail to Squaw Trail and Hickory trail. These is a cut off for the Squaw Trail from either Indian or Hickory. Trails are rugged at top. Nice views. Well marked with color dots on tree. Indian is blue, hickory yellow and squaw red. $5 to park for day. It is worth the parking fee.

Reached the top in about 35 minutes, nice quick workout.

hiking
6 months ago

The parking lot is large enough to fit four or five vehicles, which was a nice surprise. The trails are in need of some spring maintenance (lots of downed trees), but overall they are well-kept. There is one scenic viewpoint (which is beautiful), and a few water features -- otherwise, it's a hike through the woods with some short yet fairly steep climbs and descents. I was disappointed to see how many people let their dogs do their business on the trail without taking the time to clean up after them.

Great hike from the AT trailhead near Jug End up to Mt. Everett. steep climb at the beginning then leisurely hike along a ridge with views. Summit is a bit unremarkable, but nice views from the shelter just below. was snowing throughout our hike with no one else on the trail.

I live this trail. It’s a little bit of an investment of time, not your usual stroll in the park (pardon the pun). The pond adds a nice magic to it all.

Monday, December 04, 2017

Great for kids and dogs, not too much traffic. Had a 4, 6, 10 and 11 year old. Challenging but not too difficult for the little ones but interesting for the older kids.

on Benedict Pond Loop Trail

Thursday, November 09, 2017

Beautiful views, very quiet and peaceful. Wonderful for young children to enjoy

hiking
Tuesday, September 05, 2017

Parked at the Jug End Road trail head and hiked to the Mt Everett Summit. Loved this trail! Fantastic trail variation kept us interested and the many open vistas offered natural points to stop and catch your breath. We hiked up to the summit of Mt Everett first and then caught the loop around Guilder Pond back to the AT. Headed north to get back to our car. Finished about 10 miles in just over five hours. Would absolutely do this hike again!

good hike for fitness. beautiful look out and had lunch at the pond. people were eating lunch and swimming. came across a rattle snake on the way back down....made excellent time back to the car following that!

Extremely good. Challenging. Guilder pond is heaven. I loved it. 12 of us hiked from Jug end to Mount Everett 7 and 11 year old girls did it all.

walking
Saturday, May 20, 2017

Nice spot but the trail is a little rough with rocks and tree roots in places.

backpacking
Tuesday, December 13, 2016

Certainly a demanding stretch, but well worth the effort. Such a beautiful hike with quite a few flat(ish) sections, but equally matched with steep and dramatic climbs.

hard, amazing view

Monday, November 07, 2016

easy, beautiful, comfortable

Thursday, September 29, 2016

Great morning for a short hike. Easy and beautiful.

Tuesday, September 27, 2016

Easy but long. Did it before work so I think I did half of the pond loop. Going this year to do before winter with my two true friends of mine and my husband. He used to do lots of hikes in boyscouts eagle scout. My husband Brian Durwin loves hikes like me.

hiking
Sunday, October 12, 2014

If you're hiking this, not skiing/snowshoeing, it a VERY easy hike. The most difficult aspect is probably the loose rocks that the dirt bikes and quads kick up. Yes, dirt bikes and quads are allowed in the summertime, although the few we ran into were all going pretty slow. There is one lookout point where you have a nice view, the rest is just walking through the woods. We also did the turkey trail.. Which didn't have any views or challenging parts either.

This stretch of trail, from Jug End to the top of Bear Mountain, is not for amateurs.....but the views are amazing.

hiking
1 month ago

Load More