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A Beautiful Summer in The Berkshires

The New Berkshire Flyer Takes New Yorkers to Paradise

by ElizaBeth Taylor July 22, 2022
by ElizaBeth Taylor July 22, 2022 0 comments
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This is the summer vacation you have been waiting for and it is finally here.

Now departing from New York Penn Station on Friday afternoons with a return on Sundays, the new Berkshire Flyer is the stuff of magic. Your holiday dreams come true as you travel along in a new direct train to Pittsfield, Massachusetts.

The train that leaves via Amtrak at Moynihan Train Hall starts your weekend with a pleasant train ride through Yonkers, NY, Croton-Harmon, NY, Poughkeepsie, NY, Rhinecliff, NY, Hudson, NY, and Albany-Rensselaer Station. When you arrive in the early evening in Pittsfield you immediately are captivated by a town that will always hold a special place in your heart.

Pittsfield Farmers Market

Hotel on North is just a small walk from the train station depot and it is here you find your divine home away from home. With elegant touches and stylish sophistication throughout the property, it is simply a luxurious hotel that rivals the five-star properties across the world.

Hotel on North

The boutique hotel is exquisite and is matched by a staff that offers you the warmest embrace in the region. It is a perfect way to start your Berkshires experience since it will charm you from the moment you walk through the lobby. Rooms are an experience that takes your imagination to new places. It can only be described as elegant and creative comfort. Each bespoke room is a curated adventure.  Sleep well knowing that you are in a haven.

District Kitchen & Bar

A night on North Street is a representation of American wonder. Joyful stops along the way at various addresses each present a unique location. From shopping to restaurants, there is non-stop selection of venues that have something for everyone. A Friday night meal can be enjoyed at several walkable restaurants that offer culinary delights such as at the lovely Methuselah Bar and Lounge.

There is also the outstanding District Kitchen & Bar . Every aspect of each course is rooted in specificity beginning with the uniqueness of selections and truly special curated cocktails. is Nestled in the well-designed space, you will find truly amazing appetizers and entrees that hold impressive marks in your memory.

On Saturdays, you can linger around town and let your soul find the rest and relaxation it needs to refresh from city life. Here you can start with a coffee in the morning at  Dottie’s Coffee Lounge or find hand-crafted food at Marketplace Cafe.

 Light shopping and discovery of local products such as candles to fresh produce are at the nearby farmer’s market. On the lawn mingle with townsfolk and learn more about the history of Pittsfield as you engage with them and listen to live music.

Berkshire Camino Tours

For the outdoor lover, the region is simply spectacular. Regional experts at Berkshire Camino can be booked to take you on a hiking extravaganza. Every single person can find a trail that will allow them to explore the beautiful nature of The Berkshires. What this company does right is that it guides you on the trail, but also takes time to make you deeply appreciate the true beauty of the nature that is before you. As you walk through The Boulders or near Berry Pond in the Pittsfield State Forest, your feet are walking and your soul is transported. You are enlightened as you create a deep and meaningful bond with nature.

As the sun begins to set, head back to North Street for more fun. 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, such as the highly acclaimed presentation of Once at Colonial Theatre. To walk into this space is to witness a dramatic experience. The theater is a work of art itself and full of intricate design and stunning sights. Berkshire Theatre Group and Barrington Stage Company both house equally house art that is good it often finds its way to the stages of Broadway.

Colonial Theatre

On Sunday before your afternoon train ride home there are several museums that will make your trip even more memorable. Herman Melville’s Arrowhead and the Berkshire County Historical Society help the literary lover experience an important part of history up close and personal. The landmark destination of Hancock Shaker Village is 750 acres of fascination for a moment in time. There are 20 historic Shaker buildings and over 22,000 Shaker artifacts. On the National Historic Register, it is the most comprehensively interpreted Shaker site in the world and the oldest working farm in the nation. Museum Facsimiles is a third option. The family- and woman-owned stop is the last remaining American-owned frame shop, you can expect to find a treasure trove of fun artwork like their specialty blown-up book spines.

Before heading back to New York City on the Sunday afternoon train, stop by the lovely Dory & Ginger home goods store attached to Hotel on North. Find specialty items such as candles, soaps, mugs, and coffee table books.

The Berkshire Flyer

This dream weekend will create and open a special place in your heart. Pittsfield is so much more than what meets the eye. What you find in the town stop is an important part of what makes America an amazing country. You have art, history and nature blended into this rather incredible place. And now with the easy accessibility of the Berkshire Flyer, there is no better time to feel the magic of this spectacular place.

Create your own beautiful memory of a lifetime and book a ticket today here. It’s the adventure you have been waiting for.

AmtrakBerkshire FlyerBerkshiresMassachusettsPittsfield
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ElizaBeth Taylor

DEPUTY EDITOR - ElizaBeth Taylor is known to many in the media world with featured work in Variety, E! News, Dan’s Papers, and several international publications. The Sensible Socialite began her career as a travel reporter exploring Europe, Russia, South America, Asia, Australia, and the Middle East. Greatly influenced by her time on the road, she developed a heightened awareness for the way humans connect. Her skills have led to current work as both a journalist and entertainment producer. With over 50 shows under her belt, Taylor has worked behind the scenes with major networks and studios. Taylor’s calendar year is always full, and she joyfully rings in the next chapter every December with her notable contributions to the most recognized show on the planet - The Times Square New Year’s Eve Ball Drop. (Instagram @liztaylorworld)

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