Pittsfield

1. Kennedy Park

7.7

Aspinwall Rd, Lenox, MA

Hiking Trail · 5 tips and reviews

Hancock Shaker Village is one of Pittsfield.

2. Hancock Shaker Village

8.4

Route 20 & 41, Pittsfield, MA

History Museum · 13 tips and reviews

3. Ken's Bowl Inc

6.1

495 Dalton Ave, Pittsfield, MA

Bowling Alley · 3 tips and reviews

Canoe Meadows Wildlife Sanctuary is one of Pittsfield.

4. Canoe Meadows Wildlife Sanctuary

Pittsfield, MA

Nature Preserve · 2 tips and reviews

5. MASS MoCA

9.3

1040 Mass Moca Way, North Adams, MA

Art Museum · 63 tips and reviews

Monument Mountain Trail is one of Pittsfield.

6. Monument Mountain Trail

9.1

U.S. 7, Great Barrington, MA

Hiking Trail · 9 tips and reviews

Norman Rockwell Museum is one of Pittsfield.

7. Norman Rockwell Museum

9.0

9 Rte 183, Stockbridge, MA

Art Museum · 30 tips and reviews

Mount Greylock Summit is one of Pittsfield.

8. Mount Greylock Summit

8.7

Thunderbolt Ski Trail (Rockwell Rd), Adams, MA

Mountain · 19 tips and reviews

Natural Bridge State Park is one of Pittsfield.

9. Natural Bridge State Park

8.8

McCauley Road, North Adams, MA

State or Provincial Park · 6 tips and reviews

Ashuwillticook Rail Trail is one of Pittsfield.

10. Ashuwillticook Rail Trail

8.3

Old State Road, Berkshire, MA

Hiking Trail · 2 tips and reviews

11. Thistle and Mirth

8.4

44 West St, Pittsfield, MA

Bar · 7 tips and reviews

Dottie's Coffee Lounge is one of Pittsfield.

12. Dottie's Coffee Lounge

7.8

444 North St, Pittsfield, MA

Café · 27 tips and reviews

Beartown State Forest is one of Pittsfield.

13. Beartown State Forest

Beartown Mountain Road (Benedict Pond Road), Great Barrington, MA

Hiking Trail · 1 tip

The Lunder Center at Stone Hill: Clark Art Institute is one of Pittsfield.

14. The Lunder Center at Stone Hill: Clark Art Institute

8.8

227 South St (Stone Hill Road Trail), Williamstown, MA

Art Gallery · 3 tips and reviews

15. Brava

7.7

27 Housatonic St (at Church St), Lenox, MA

Tapas Restaurant · 25 tips and reviews

16. Moe's Tavern

8.5

10 Railroad St, Lee, MA

Dive Bar · 19 tips and reviews

17. The Meat Market

389 Stockbridge Rd, Great Barrington, MA

Butcher · 6 tips and reviews

Six Depot Roastery and Cafe is one of Pittsfield.

18. Six Depot Roastery and Cafe

8.9

6 Depot St (Center Street), West Stockbridge, MA

Café · 36 tips and reviews

Rubiner’s Cheesemongers & Grocers is one of Pittsfield.

19. Rubiner’s Cheesemongers & Grocers

8.4

264 Main St, Great Barrington, MA

Cheese Store · 14 tips and reviews

20. Prairie Whale

8.8

178 Main St (btwn Rosseter & High), Great Barrington, MA

American Restaurant · 45 tips and reviews

21. Cantina 229

229 Hartsville New Marlboro Rd, New Marlborough, MA

American Restaurant · 5 tips and reviews

Monterey General Store is one of Pittsfield.

22. Monterey General Store

Monterey, MA

Convenience Store · 8 tips and reviews