Monument Mountain Reservation
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Easy trails, the summit has great views. Park and walk, very convenient. If you like to run you can even run to the mountain and then hike! only 4 miles from the home.
Monument Mountain is Great Barrington's hiking gem. A quick drive from town and a quick hike up to stunning views. If you don't want to pay for parking, go down south on rt. 7 just a few minutes and park on the right side. There's a side cut off to the trail there.
Great little hike with stunning views of the Southern Berkshires. Perfect for those who was some physical activity before going into Great Barrington. Locals are obsessed!