“It is truly remarkable all that Pittsfield has to offer. The incredible natural surroundings are just a small part of it. The showcase of culture is outstanding. Back in town enjoy the lively restaurant scene and take time to take in some breathtaking shows…”
“Nestled smack in the middle of Berkshire County, the city of Pittsfield offers everything you need for a weekend escape from New York City. Whether you’re looking for gourmet farm-to-table dining, boutique hotels, endless hiking trails, or world-class theater, Pittsfield offers it all just a short train right away from NYC. ”
“The city of Pittsfield has something to offer for any type of traveler. … North St is Pittsfield’s charming main road. You’ll find restaurants, shops. and hotels dotting the picturesque city street. … Pittsfield is a city full of artists, and that talent shines through … Hotel on North is an affordable slice of paradise … One of the best things to do in Pittsfield is enjoy the many hiking trails that fill the city. … There is no shortage of great dining options in Pittsfield.”
“Decades in the making, new direct train to Pittsfield creates ultimate vacation weekend.”
“The new route to Pittsfield is an excellent escape for those of us living in New York City without a car. Pittsfield is a great destination for every kind of traveler—from theater lovers to foodies, and especially those who want to spend some time in the great outdoors.”
“There is so much to do in Pittsfield MA.”
Reviews of District Kitchen and Bar, Methuselah Bar and Lounge, Colonial Theatre, Berkshire Palate, Hotel on North, Hancock Shaker Village, Arrowhead and Herman Melville, Pittsfield State Forest and Berry Pond with Barkshire Camino, Dottie’s and public art.
The 11th annual 10×10 Upstreet Arts Festival encourages everyone to get outside and enjoy all there is to love about Pittsfield! Most events are back in person, with some streaming options, including: the 10×10 New Play Festival at Barrington Stage Company. Berkshire Museum is hosting its Ten Days of Play; the Berkshire Art Association’s Real Art Party and the Berkshires Jazz concert. And, you can listen to live music every night at venues downtown during the 10×10 Tour.
Let’s face it. Shopping can be fun. Finding that perfect gift or a unique item for yourself is exciting. If you have three hours to spend, Pittsfield is a great place to succeed in your treasure hunt. The city has many unique shops where you can find things not carried in the national chains or anywhere else in the Berkshires.
See our curated list.
Figuring out fresh and fun activities to entertain your kids for three hours can be a struggle. Fortunately, you can keep them away from screen time with a wealth of activities at venues in Pittsfield. Many of these are free or are very low cost. And your kids will want to come back for more.
See our curated list.
Whether you are trying to impress that first date, cozy up with your honey or just head out for a night of fun, it is important to pick the right combination of activities to get things right. And, date night can also mean dates with friends, so don’t feel left out if romance is not on the table. With three hours to spend, you can enjoy some of the very best in Pittsfield. See our curated list.