10×10 Upstreet Arts Festival

  413-499-9348×10    10X10 is the Berkshires’ first winter arts festival featuring new art, dance, music, theatre, and more.   New theatre, art, comedy, dance, music, and more in the middle of winter? You bet! From new theatre and art shows to comedy and spoken word, 10×10 warms up the Berkshires winter with hot…


3rd thursdays

3rd Thursdays Street Festival

5-8pm North St.

This award-winning, free, family-friendly cultural street festival is held every Thursday from May-September.  Live music and performances on multiple stages, local food and craft vendors, street performers, and plenty of surprises!  Downtown businesses are open late for shopping, dining, music, and theatre.

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4th of July Parade

South & North Streets
10am Rain or Shine

Celebrate Independence Day at this historic parade.  Approximately 100,000 people line the route beginning at East/West Housatonic Streets and continuing on North Street ending at Wahconah Park.

2013 Downtown Corporate Clean-Up Awards

Annual Downtown Spring Clean Up



The Annual Downtown Spring Clean Up event promotes prosperity and community by encouraging local business employees to volunteer a few hours cleaning up the streets.  Last year, there were nearly 150 participants from more than a dozen businesses.  Keeping downtown clean, safe and friendly is a vital part of promoting tourism and sustainability.

berkshire carousel

Berkshire Carousel

50 Center Street Pittsfield, MA  01201   413-344-4742 Year-round family entertainment with hand-painted, hand-carved horses.  Built over ten years by hundreds of volunteers, this community art project has been named one of the 5 best new attractions of 2016 by YANKEE MAGAZINE.  The Carousel workshop continues to provide art education and historical carousel restoration.…



Berkshire Museum

39 South St. (Route 7); Pittsfield, MA 01201

Art, history, science: Berkshire Museum offers exhibitions, activities, and attractions
for visitors of all ages, including the Aquarium, Spark!Lab, Hall of Innovation, and
Little Cinema.


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Downtown Pittsfield Farmers Market

May–October Saturdays: 9am-1pm Located at the First Street Common Park Live Music, Kids Activities, Cooking Demos, Workshops Come get fresh with us every Saturday, rain or shine!  More than 25 farmers and artisans selling fresh vegetables, fruits, eggs, meats, baked goods, flowers, crafts, and more.  Live music, workshops and family-friendly activities.  A producer-only market. …



First Fridays Artswalk

5-8 pm 413-443-6501 First Fridays Artswalk is the largest year-round monthly visual arts event in the Berkshires. Every first Friday of each month from 5-8PM downtown retailers, restaurants and businesses along North and South Streets, transform into art galleries. Stop into over a dozen locations to explore artwork and meet the artists during their…



Lichtenstein Center for the Arts

28 Renne Ave.; Pittsfield, MA 01201

This city-owned community arts center boasts a first-floor gallery space, hosting
changing art shows featuring local and regional artists, classes, performances,
gatherings, readings, and more. The Lichtenstein also houses nine working artist
studios, community space, a ceramics workshop, and a darkroom.

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Samuel Harrison House

82 Third St.; Pittsfield, MA 01201 | Reverend Samuel Harrison was a renowned 19th-century civil rights advocate, writer, and preacher in Pittsfield who served as chaplain to the legendary 54th Regiment in the Civil War, and successfully fought for equal pay for Union soldiers of color. His home is now a National Historic Landmark…


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Shire City Sanctuary

40 Melville St. | 413-236-6900 |
Housed in the former Notre Dame Church of 1895, Shire City Sanctuary is
Makerspace (screen print shop, commercial kitchen and sewing lab), Cyber office and
majestic Event space in the heart of the Berkshires.

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South Mountain Concerts

New South Mountain Rd. (Routes 7+20)

Pittsfield, MA 01201


The scene of distinguished chamber music performances since 1918, South
Mountain Concert Hall is on the National Register of Historic Buildings and features
performances by the world’s leading chamber music ensembles and soloists each fall
in an extraordinary setting.

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Town Players of Pittsfield

413-443-9279 |
With roots dating back to 1880, Town Players is the oldest theater in Berkshire
County and America’s second oldest continually running community theater. Town
Players is a volunteer organization both on and off stage. The Town Players perform
regular staged readings and performances each year.

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U-Drive Rent-a-Boat

1651 North St.(Route 7)

Pittsfield, MA 01201

Boat Rentals on Pontoosuc Lake

wahconah park

Wahconah Park/Pittsfield Suns

105 Wahconah St. 413-236-2961 Wahconah Park, one of the last remaining ballparks in the United States with a wooden grandstand is on the National Register of Historic Places. The city-owned park is currently home to the Pittsfield Suns of the Futures Collegiate Baseball League. Our main focus is affordable, family fun, entertaining fans from…


WordXWord Festival

North Street
This annual festival presents an array of poetry,
spoken word, storytelling, workshops and word-related activities
including the finale of the WordXWord Story Slam in downtown’s
Upstreet Cultural District. Venues range from store fronts to stages, studios to street corners, and rooftops to restaurants.