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Hiking in the Berkshires with Berkshire GreenLeaf & Wellness guide

Top 44 locations in Massachusetts

by
Marlee Tyska and
Michal Ben-Ari
Live update: Updated December 29, 2021

1. Chesterfield Gorge Reservation

West Chesterfield, MA 01084, USA

2. Onota Lake

Lakeway Dr, Pittsfield, MA 01201, USA

3. Lake Averic (Echo Lake)

16 Averic Rd, West Stockbridge, MA 01266, USA

4. High Lawn Farm

535 Summer St, Lee, MA 01238, USA

5. Alford Springs

2-20 Old Village Rd, Great Barrington, MA 01230, USA

6. Balance Rock State Park

Balance Rock Rd, Pittsfield, MA 01201, USA

7. The Boulders Reserve - Dalton Ave Trailhead

Pittsfield, MA 01201, USA

8. Parsons Marsh Reserve

170 Under Mountain Rd, Lenox, MA 01240, USA

9. The Bridge of Flowers Shelburne Falls, Massachusetts

30 Rockwell Rd, Lanesborough, MA 01237, USA

10. Three Sisters Sanctuary

188 Cape St, Goshen, MA 01032, USA

11. Upper Sheffield Covered Bridge

Covered Bridge Ln, Sheffield, MA 01257, USA

12. Mohawk Trail State Forest

Cold River Rd, Charlemont, MA 01339, USA

13. Pittsfield State Forest

1041 Cascade St, Pittsfield, MA 01201, USA

14. Pittsfield Dog Park

256 Lakeway Dr, Pittsfield, MA 01201, USA

15. Old Mill Trail

Old Dalton Rd, Hinsdale, MA 01235, USA

16. Pittsfield State Forest

Pittsfield, MA 01201, USA

17. Laura's Tower Trail

Mary V. Flynn Trail, 31 Park St, Stockbridge, MA 01262, USA

18. Mass Audubon Canoe Meadows Wildlife Sanctuary

309 Holmes Rd, Pittsfield, MA 01201, USA

19. Mohawk Trail Scenic Byway picnic area

1947-1997 Mohawk Trail, Shelburne Falls, MA 01370, USA

20. Dorothy Frances Rice Wildlife

85 S Rd, Peru, MA 01235, USA

21. Monument Mountain Reservation

Great Barrington, MA 01230, USA

22. Pontoosuc Lake Parking

Unnamed Road, Pittsfield, MA 01201, USA

23. Mount Greylock State Reservation

30 Rockwell Rd, Lanesborough, MA 01237, USA

24. Kirvin Park

Pittsfield, MA 01202, USA

25. Becket Quarry

456 Quarry Rd, Becket, MA 01223, USA

26. Ashuwillticook Rail Trail

Ashuwillticook, Rail Trail, Cheshire, MA 01225, USA

27. The Rugged Croft

140 Swamp Rd, Richmond, MA 01254, USA

28. Bellows Pipe Leanto

Adams, MA 01220, USA

29. Beaver Trail Loop

FPM5+5F Pittsfield, MA, USA

30. The Mount

2 Plunkett St, Lenox, MA 01240, USA

31. Olivia's Overlook

Yokun Ridge South, Hiking Trails, West Stockbridge, MA 01266, USA

32. Park Square

1 Bank Row, Pittsfield, MA 01201, USA

33. Hilltop Orchards Home of Furnace Brook Winery

508 Canaan Rd, Richmond, MA 01254, USA

34. Maple Street Cemetery

Maple St, Adams, MA 01220, USA

35. Berkshire Botanical Garden

Berkshire Botanical Garden, 5 E Stockbridge Lee Rd, Stockbridge, MA 01262, USA

36. Decker Boat Ramp

298 New Lenox Rd, Lenox, MA 01240, USA

37. Onota Lake Fishing Pier

Lakeway Dr, Pittsfield, MA 01201, USA

38. Hancock Shaker Village

1843 W Housatonic St, Pittsfield, MA 01201, USA

39. Hancock Shaker Village

1843 W Housatonic St, Pittsfield, MA 01201, USA

40. Kennedy Park

275 Main St, Lenox, MA 01240, USA

41. Kennedy Park - Access

91 Pittsfield Rd, Lenox, MA 01240, USA

42. Onota Lake beach

401-487 Lakeway Dr, Pittsfield, MA 01201, USA

43. Upper Goose Pond Cabin

Lee, MA 01238, USA

44. Tyringham Cobble Trailhead

Church St, Lee, MA 01238, USA
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