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You will not be disappointed when you spend Small Business Saturday shopping and dining in downtown Pittsfield! Support local small business owners on Saturday, November 24th, 2018, and be part of a national effort to highlight small, locally owned businesses each year on the Saturday after Thanksgiving. Look for special deals throughout the downtown and get a jump on your holiday shopping list!


Downtown Pittsfield boasts an eclectic shopping experience with a variety of retail locations along our Downtown Walking Loop. Enjoy free parking in downtown Pittsfield all day on November 24th, but be sure to stretch those legs and enjoy the window dressings, local art exhibits, and mouth-watering smells emanating from our local restaurants. Stop for a bite to eat or a warm beverage. Explore a retailer you’ve never visited. Make November 24th an all-day event with the whole family.


Check out a list of downtown shopping here:


New this year, Downtown Pittsfield, Inc. is partnering with The Berkshire Edge to bring Pittsfield shoppers a chance to win a Downtown Pittsfield Shopping Spree! Click the image below to access a printable pdf.