Places to stay in Pittsfield, Massachusetts

You'll find plenty of surprises that will round out your visit to the area.family-friendly and plenty of fun for all ages and interests. Active adventures both outdoors and indoors, music, art, history, museums, scenic beauty, night life, dining, charming lodging, sports, a multitude of parks and plenty of hometown celebrations and parades. Pittsfield has more than something for everyone. Places to eat in the region include Cim’s Tavern, Sideline Saloon, Daddyo’s Diner, and Crust.

If you are travelling in the area, Pittsfield is located close to Stockbridge Fire Department Station 1 Headquarters, Laurel Lake, North Junior High School (historical), Eugene D Moran Wildlife Management Area and South Brook.

The City is home to storied theaters, historic gardens, art galleries, and museums ranging from experiencing working at a 'dino dig' to milking an artificial cow! The outdoors invites many to visit hiking trails at the Pittsfield State Forest and camp under the stars, or enjoy weekly music concerts in several locations, or having fun with nature tours at Canoe Meadows Wildlife Sanctuary. Skiers can breeze down the slopes at Bousquet Ski Area during winter months or jet-ski across Onota or Pontoosuc Lake in the summer months.

The center of Pittsfield ( which is at is longitude -73°14'40.2 and latitude 42°27'0 ) is located 5 miles away from Lanesborough, 7 miles away from Hinsdale, 7 miles away from Lenox and 8 miles away from Richmond.

Available Pittsfield lodging

We currently have 17 accommodations in and around Pittsfield.

Pittsfield Hotels, Motels, Resorts, B&Bs and Extended Stay

Pittsfield Camping & RV, Cottages, Rentals and Lodges / Ranches

Other useful links:

• The City of Pittsfield website
• Pittsfield, Massachusetts on Wikipedia

Things to see and do, places to eat in Pittsfield

101 Restaurant & Bar ( Dining / Subs / Sandwiches ). 101 Restaurant & Bar is a new, family run business on the second floor of The Holiday Inn in Pittsfield. With something for everyone on the menu, 101 has created an original, southern inspired menu, that is sure to delight. The first restaurant of the McNinch Restaurant Group, 101 prides itself on an employee focused mentality, that takes as much pride in its staff, as it does food and guest! www.101restaurantbar.com

Zucco’s Family Restaurant ( / Mediterranean ). Located at 451 Dalton Avenue. Established in 2003, Zucco's Family Restaurant has been serving delicious, homecooked-style meals made with family recipes in Pittsfield, MA. Our menu has a variety of options ranging from fish 'n chips and mussels to souvlaki in a pita. We also offer catering and delivery services in case you can't make it to the restaurant. Our banquet room is the perfect spot for your next get-together. Visit us today to try out our gluten-free options. www.zuccosrestaurant.com

Highland Restaurant Inc ( Dining / Italian ). Located at 100 Fenn Street. The Highland Restaurant has been offering quality family style meals to the Pittsfield, MA area since 1936. Celebrating 75 years in business, our talented chefs provide everything from cold sandwiches to delicious Italian meals. Enjoy our affordable dishes for lunch, dinner, or anytime in between! www.thehighlandrestaurant.com

Dottie’s Coffee Lounge ( Dining / Coffee shop / Tea ). Located at 444 North Street. Jessica Lamb is a Berkshire native who fell in love with Barrington Coffee while living in Brooklyn, working at the famous Joe, The Art of Coffee, in NYC. She moved back to the Berkshires in 2007 with a vision to open a coffee shop in downtown Pittsfield that would foster community and grow great conversations and connections. Other than expertly crafted coffee, she also enjoys the company of her two sweet little girls, Esme and Tallulah, decorating her body in tattoos and is currently on a spiritual quest. www.dottiescoffeelounge.com

Hot Dog Ranch ( / Hotdogs ). Located at 114 West Housatonic Street. Whether you were born and raised in Pittsfield, MA or you're just passing through, you don't want to miss a meal at Hot Dog Ranch. Our local restaurant offers exciting events, delicious food and a family-friendly atmosphere. What more could you ask for?Call up the boys and stop by our restaurant to enjoy some delicious food. hotdogranch.net

Papa Joe's Ristorante Pizzeria ( Dining / Pizza ). Located at 107 Newell Street. Papa Joe’s Restaurant & Pizzeria is in Pittsfield MA, in the beautiful Berkshires of Western Massachusetts. Papa Joe’s Restaurant & Pizzeria is an ever-popular Italian Restaurant, a local favorite for great Italian food and delicious homemade pizza. If you’re looking for the place where all the locals go, Papa Joe’s is thee place, we welcome you to join us in our family restaurant for great meal at prices you can afford. Can’t get to us, not a problem, our full menu is available for Carry Out and Delivery to all of Pittsfield and South Street area of Dalton, MA. Including all Hotels, Motels and B&B’s in the Pittsfield area. papajoesristorante.com

Closed or unlisted properties

• White Horse Inn B&B closed or delisted.

Renamed properties

• Econo Lodge at 16 Cheshire Road may have been previously known as Quality Inn or Travelodge
• Best Western Berkshire Hills Inn & Suites at 1350 West Housatonic Street may have been previously known as Ramada Limited
• Holiday Inn & Suites Pittsfield-Berkshires at One West Street may have been previously known as Crowne Plaza