The Best Backpacking in Great Barrington

East Mountain via Appalachian Trail is an out-and-back trail where you may see beautiful wildflowers located near Great Barrington, Massachusetts.

Appalachian Trail: Monterey to Sheffield is a point-to-point trail where you may see beautiful wildflowers located near Sheffield, Massachusetts.

Mt. Wilcox and Beartown Mountain Trail Loop is a loop trail that takes you by the lake located near Great Barrington, Massachusetts.

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, but only limited to 12 sites, so during the summer...

Appalachian Trail from Jug End to Bear Mountain is a point-to-point trail that takes you by a lake located near Great Barrington, Massachusetts.

Turkey and Airplane Trail is an out-and-back trail where you may see beautiful wildflowers located near Great Barrington, Massachusetts.

Alander Mountain and Brace Mountain Loop is a loop trail where you may see beautiful wildflowers located near Sheffield, Massachusetts.

Mount Fissell Trail to Alander Mountain Trail is a point-to-point trail where you may see beautiful wildflowers located near South Egremont, Massachusetts.

Appalachian Trail: Pittsfield Road to Goose Pond is a point-to-point trail that takes you through a nice forest located near Lee, Massachusetts.

Appalachian Trail: Bear Mountain to Race Brook Falls is a 9.2 mile point-to-point hike that takes you past great forest setting located near Salisbury, Connecticut.

Finerty Pond via Appalachian Trail is an out-and-back trail that takes you by a lake located near Lee, Massachusetts.

Appalachian Trail: Lee to Tyringham is a point-to-point trail that takes you by a lake located near Becket, Massachusetts.

Appalachian Trail: Lions Head to Bear Mountain is a 8.2 mile out and back hike that takes you past wildlife located near Salisbury, Connecticut.

Lions Head via Appalachian Trail is a 4.4 mile out and back hike that takes you past great forest setting located near Salisbury, Connecticut.

Appalachian Trail: Salisbury to Jug End Road is a 15.6 mile point-to-point hike that takes you by a lake located near Salisbury, Connecticut.

Mount Prospect and Raccoon Hill via Appalachian Trail is a 6.3 mile out and back hike that takes you by a waterfall located near Falls Village, Connecticut.