Entries by Roger Matus

Ditching the Car and Enjoying the View on a Trip to the Berkshires

“For the first time in 50 years, a passenger train from New York had arrived in Pittsfield, a city of more than 40,000 people that is often overlooked by tourists …”

“As beautiful as I expected” …

“Pittsfield is a walkable, former mill city with a lively music scene and a growing number of bars, coffee shops and restaurants, including Dottie’s Coffee Lounge. … there are several places to stay, including the locally owned Hotel on North, a 19th-century, four-story building with exposed brick walls, high ceilings and spacious rooms.”

A Beautiful Summer in The Berkshires

“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…”

Pittsfield, Massachusetts: A Guide to Your Weekend Getaway

“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.”

I Rode on Amtrak’s Inaugural Berkshire Flyer Route—Here’s What It Was Like

“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.”

10×10 Upstreet Arts Festival Celebrates 11th Anniversary with Ice Sculptures, New Collaborations, Live Music Every Night and More!

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.

Three Perfect Hours In Pittsfield: Shopping

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.

Three Perfect Hours In Pittsfield: With Kids

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.

Three Perfect Hours In Pittsfield: Date Night

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.