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Downtown Pittsfield, Inc. is pleased to announce that Santa will be popping in and out of downtown businesses from 10 am to 2 pm on Small Business Saturday! Support local small businesses in Pittsfield on Saturday, November 30, 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.


Enjoy free parking in downtown Pittsfield all day on November 30, but be sure to stretch those legs and enjoy the festive 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 30 an all-day event with the whole family.


Downtown retailers include but are not limited to: Berkshire General Store, Berkshire Museum Shop, Carr Hardware, Circa, Clark Vintage Lighting, Deidre’s Special Day, Dory & Ginger, Dottie’s Coffee Lounge, Garden Blossoms Florist, Lipa’s Latina, Miller Art Supply, Museum Outlets, Omega1 African Fashion, Paul Rich & Sons Furniture, Pittsfield Precious Metals, RJ Stohr Diamonds & Fine Jewelry, Steven Valenti’s Clothing, The Funky Phoenix, The Garden, and TOWNSHIP FOUR | Floristry & Home.


Shop clothing, jewelry, furniture, home décor, sporting goods, gift items, and so much more!

Click here to check out our special Small Business Saturday newsletter!


View a list of downtown shopping at