Great Barrington
Top Adventures in Great Barrington
Hike Monument Mountain
4.0
2 mi
/ 720 ft gain
At 1642 feet (with a total elevation gain of 720 feet), Squaw Peak is a great spot to see both Mt Greylock along the Vermont border, and the Catskills in New York. There are several trail options here to get to the summit, but no matter which com...
Camp at Beartown State Forest
On a spontaneous adventure, we were lucky to have ended up car camping at the beautiful Beartown State Forest.
From the main entrance of the state forest, the campsite is only a few minutes drive to the right of the road. The campsite is popular, ...
Hike the Lookout Trail in Beartown State Forest
0.5 mi
/ 117 ft gain
If you ever decide to go to the beautiful Beartown State Forest, be sure to enjoy the short but worthy hike to the vista on the Lookout Trail for views that stretches out to the mountains.
There are two places to park:
1. From the main entrance o...
Hike the Benedict Pond Loop Trail
5.0
1.7 mi
This is no ordinary loop, it's rain forest-like feels with small hills and curves, wooden bridges over marsh, and lookouts over the pond will keep you in awe at every corner! The trail is easy to find and easy to follow. When you park at the boat ...
Hike to Laura's Tower and Ice Glen
2.58 mi
/ 600 ft gain
You will park at the end of Park Street in Stockbridge, Massachusetts. From the parking are you will cross a beautiful bridge over the Housatonic River. The trail crosses railroad tracks and immediately begins to climb into the woods.
You will...
Hike to Race Brook Falls
4.0
3.4 mi
/ 1174 ft gain
Hiking along the Appalachian trail I made a detour in Mt Everett State reservation. About a 2.5 mile detour lead me down to a beautiful 100ft waterfall called Race Brook falls. The waterfall felt made me feel like i was in the tropical jungle in H...
Hike Mount Everett
4.6 mi
Depending on when you do this hike, you may drive into Mount Everett State Reservation to find the gates open or closed to traffic. The gates are generally open in the summer during the day (closed at night) so people can drive all the way up to ...
Hike Tyringham Cobble
5.0
2.1 mi
/ 450 ft gain
You can choose to start the loop in either direction. I chose to start of and take a right. You will pass through a section of wide open meadow full of goldenrod. Then as you ascend you will enter the woodlands featuring many stone walls. Even...
Great Barrington camping, hotels, and more
Hillsdale, New York
Hillsdale Hideaway
Perched above the historic hamlet of Hillsdale, NY, enjoy your own private mountaintop with panoramic views of the Harlem Valley. Surroun...
From $125/night
New Marlborough, Massachusetts
Echo Hill
This quiet, secluded camp on over 30 acres is a great place to unplug and rewind. There is also plenty to do in the towns nearby!
Echo H...
From $150/night
Canaan, New York
The Lodge's Campsite
Picturesque camp in the middle of a forest. Enjoy the isolation and quiet at your tent, or experience all that the Berkshires and Taconi...
From $75/night
Otis, Massachusetts
Secluded Berkshire Tree House
The octagonal home is secluded on seven private acres of Berkshires land. Peaceful privacy is made possible by the surrounding woodland, ...
From $225/night
Richmond, Massachusetts
Berkshire Mountain Hideaway
Magical, quiet campsite, only a short walk ( less than 1/4 mile) ) from easy access parking. Glacial rock to one direction, seasonal spri...
From $120/night
Salisbury, Connecticut
Glacial Erratic At Moore Brook
Camp next to your own Glacial Erratic between Moore Brook with a refreshing swimming hole and a trail up the ridge, past the ski jumps, a...
From $150/night