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

hiking

wild flowers

wildlife

birding

walking

forest

views

Bennington, Vermont Map
VIEW FULL MAP
hiking
1 day ago

A gorgeous wooded hike in Bennington. I would rate this as moderate to moderate-hard. The trail is wide and mostly well marked. However, there are multiple locations where the nearby creek crosses the trail resulting in very slick conditions. The final third of the trail is very steep. From reviews on here, we decide to turn around at the Bennington overlook instead of completing the trail at the Summit.

hiking
6 days ago

9 days ago

hiking
9 days ago

hiking
15 days ago

If you're used to the nearby Adirondacks, don't waste your time on this one unless it's a nice, sunny day, or you love Bennington. The trail is poorly marked, and the only view you get is of Bennington. The summit offers no views worth remembering. The trail itself is okay once you get about a third of the way in. Nothing to write home about.

hiking
1 month ago

hiking
1 month ago

Wish we had more time! Will
Do it again for sure!

on Bald Mountain

hiking
1 month ago

great hike for my family it took us 4hr total to the top and back the trail is a more moderate to hard because of the incline and boulder fields u must navigate towards the top. all in all great trail and well marked great views and lots of friendly faces!! well worth the trip!!! ✌️

hiking
1 month ago

Tough towards the top, but well worth it!

Well marked trail with a steep incline in the beginning, strenous but not too hard. Great views and dog approved! Good trail for a dog used to trails and has some listening skills and is conditioned a little.

walking
2 months ago

Great loop around the reservoir. Wet in some spots but maintained very well. Very tranquil. Loop took 75 minutes in total.

I hiked here as part of a 65 mile section of the Long Trail I was doing. The hike is was fairly difficult with a lot of ups and downs. The top of Glastenbury has an old fire tower with amazing views in all directions. The shelter is a little ways downhill from the summit. I would recommend returning to the fire tower to watch the sunset after you set up camp.