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Pittsfield

Pittsfield is a small city in western Massachusetts. It is the largest city in Berkshire County and home to Berkshire Community College.

See
13
Do
7
Eat
10
Drink
2

32 places

  1. See

    Arrowhead, Home of Herman Melville

    Melville's home from 1850 to 1862, where Moby Dick and other works were written. House tours, gardens, nature trail, exhibits, museum shop.

  2. See

    Berkshire Athenaeum

    History and genealogy. Free or reduced passes to many attractions are available if you have a library card.

  3. See

    Berkshire Opera Company

    Performs at Koussevitzky Arts Center, Berkshire Community College

  4. Do

    Bousquet Ski Area/Play Bousquet

    21 trails, 98% snowmaking. Day and night family oriented ski school. Rental skis and snowboards. In the summer water slides and other activities are available at Play Bousquet.

  5. Do

    Canoe Meadows Wildlife Sanctuary

    Mass Audobon Society

    Trails, observation building, guided activities. Managed by Pleasant Valley Wildlife Sanctuary

  6. See

    Colonial Theatre

    A historic theatre with an ornate, turn-of-the-20th century interior. Declared a National Historic Treasure, it was restored in 2006. Weekly theatrical and musical performances.

  7. See

    Hancock Shaker Village

    A widely acclaimed destination named The City of Peace by its residents, this Shaker community disbanded in 1960 and sold the buildings and over 900 acres to a group that formed a nonprofit preservation organization. This Shaker site is in remarkable shape, and features a unique round stone barn. It now encompasses about 1,200 acres and 20 restored buildings. While the village is based in Hancock, and that town gives the Village its name, a substantial part of the Village is in Pittsfield. See other Shaker villages in the northeast United States through the itinerary Touring Shaker country.

  8. Do

    Onota Boat Livery

    Hourly, half-day, and full-day boat rentals on Onota Lake, including row boats, canoes, kayaks, pedal boats, fishing boats and pontoon boats. Fully stocked tackle and live bait shop, including MA fishing licenses and an awesome selection of ice-fishing gear. Open daily, year-round. Visit our website for current rental rates and directions!

  9. Eat

    Patrick's Pub

    Bar and grill, generally well reviewed. May be busy with slow service at times, but good food.

    Sun-Thu 4:30-10:30pm; Fri Sat 4:30-11:30PM

  10. Drink

    Tavern at the A

    Full pub menu and bar. Catering and special event bookings are available. Weekends come alive with musical entertainment. The grounds feature an 18-hole golf course.

    Tue-Thu 11:30AM-8PM, Fri Sat 11:30AM-1AM

  11. Eat

    The Roasted Garlic

    Wood-fired pizza, bar & grill. Highly reviewed, pleasant atmosphere.

    Mon-Thu 11:30AM-9PM, Fri Sat 11:30AM-10PM, Sun noon-8PM$11-30

  12. Do

    U-Drive Rent-A-Boat

    Rentals for pontoon boats, canoes and kayaks. Up to 14 people can enjoy a pontoon boat.

  13. Eat

    Wheeler's Market

    Deli and convenience store, includes beer and wine. Across from Pontoosuc Lake.

    Mon-Fri 6:30AM-9PM, Sat 8AM-9PM, Sun 8AM-8PM

  14. See Not mapped

    Albany Berkshire Ballet

    Professional ballet company, performs classical and contemporary dance.

  15. See Not mapped

    Barrington Stage

    A 1912 vintage theatre presenting local and national productions from music to drama.

  16. Do Not mapped

    Berkshire Community Rowing

    Brubank Park, Onota Lake. Instruction and rentals are available appointment only.

  17. Do Not mapped

    Pittsfield State Forest

    Trails, biking, birding, swimming (no lifeguards), non-motorized boating.

  18. See Not mapped

    The Pittsfield Fourth of July Parade

    Named by USA Today as "one of the best parade venues in the country", it has floats, bands, balloons, and processions from all over Berkshire County, and attracts thousands of attendees to the normally quiet city (a notable sight in and of itself). If the 4th falls on a Sunday, the parade will be held on the 5th instead.

    10AM to noonfree

  19. See Not mapped

    Town Players

    Performs at Berkshire Community College. October - May. America's oldest community theater.

  20. Eat

    101 Restaurant & Bar

    southern cooking and drinks

  21. Eat

    99 Restaurant and Pub

    Family-friendly bar & grill

    Mon-Thu 11AM-10:30PM (bar closes at 11PM), Fri Sat 11AM-11PM (bar closes 11:30PM), Sun 11AM-10PM

  22. Eat

    BB's Hotspot at The Lantern

    Lantern Bar and Grill

    Bar and burgers

    $11-30

  23. See

    Berkshire Artisans

    Municipal arts center.

  24. See

    Berkshire Museum

    The region's only museum of art, science and history.

  25. Eat

    Dottie's Coffee Lounge

    444 North St

  26. Eat

    Flo's Diner

    Breakfast and lunch. Expect a long wait.

    Mon-Sat 7AM-2:30PM, Sun 7AM-1:30PM

  27. Eat

    Kelly's Diner

    Breakfast, lunch, best sausage in town.

  28. Drink

    Methusela Bar and Lounge

    Wine bar with a rustic/chic theme

    Mon-Sat 5PM-1AM; closed Sun$11-30

  29. See

    South Mountain Concerts

    Chamber music since 1918.

    Sun afternoons during Sep & Oct