Regional Work

The Berkshires

Homes in the Berkshires are shaped by land, weather, family life, and a long tradition of building for both usefulness and enjoyment.

The strongest Berkshire houses share certain qualities regardless of style.

They tend to have substantial roofs, deep porches, generous fireplaces, practical entries, and a strong relationship to outdoor rooms, gardens, barns, terraces, and views. These are not just stylistic features. They are part of how houses in the Berkshires respond to long winters, working landscapes, summer life, and the drama of hills, fields, forests, and water.

The Berkshires begin in the north around Williamstown and North Adams, continue through the central Berkshires with towns like Lenox, Lee, Stockbridge, and West Stockbridge, and extend south toward Great Barrington, Sheffield, Egremont, Alford, Monterey, New Marlborough, Sandisfield, Otis, and Mount Washington. It is a landscape of folded hills, stone walls, old farms, wooded slopes, village greens, and lakes. Our work in the region includes the West Stockbridge Family Gathering Place and the Berkshire Lake Home in Pittsfield, both of which depend as much on setting, approach, and view as on the houses themselves. here

Berkshire Retreat, New Marlborough

Exterior From Road

Sheffield Farmhouse

An historic Massachusetts farmhouse on a quiet dirt road, restored and expanded to preserve its antique character across several centuries.

The best Berkshire houses are shaped by site, materials, weather, family life, and the long architectural history of the region.

View Across Pool

Pool Pavillion

An open-air pool pavilion in the rolling Berkshires hills, with a fireplace, kitchen, and generous rooflines for comfortable summer entertaining.

Early Houses

Modest, durable, and direct.

The residential architecture grew out of practical needs, local materials, and a long tradition of building in relation to hills, valleys, fields, forests, and village roads. The earliest European-settled houses in the Berkshires were modest, durable, and direct. Colonial and early Federal farmhouses were generally timber-framed, with pitched roofs, center chimneys, clapboard siding, restrained trim, and practical rooms organized around work, heat, and family life. Their beauty came from proportion, symmetry, usefulness, and the way they sat naturally in the landscape. That same lesson is central to work on an old house like Sheffield Farmhouse, where renovation and addition need to strengthen what is already there rather than overwhelm it.

Villages, Mill Towns, and Farmhouses

A layered architectural history.

As the region developed, its architecture became more varied. Villages and mill towns brought Greek Revival, Italianate, Queen Anne, and other nineteenth-century styles. These houses often had stronger decorative character: bracketed porches, taller windows, gable-front facades, bay windows, and more elaborate trim. In the countryside, farmhouses evolved more gradually, with connected barns, sheds, kitchens, porches, and service wings added over time in response to the demands of working land. Shaker buildings brought a different kind of refinement: disciplined proportions, clear function, fine craftsmanship, and an almost modern sense of simplicity.

Summer Places, Country Homes

Retreat without imitation.

In the late nineteenth and early twentieth centuries, another layer was added to Berkshire residential architecture. Around Lenox, Stockbridge, and the surrounding hills, families from New York, Boston, and beyond built summer houses and country places on a much larger scale. The so-called “Berkshire cottages” were often anything but small. They drew from Georgian, Tudor, Classical, Colonial Revival, Shingle Style, and European country-house traditions, but the best of them were not just exercises in style. They were shaped by entertaining, gardens, long views, outdoor life, local stone and wood, and the drama of the landscape. The impulse behind Berkshire Retreat in New Marlborough is related to that history, not in imitation but in spirit: a year-round country home that belongs to a larger compound, with a guest house and pool pavilion that extend domestic life into the landscape.

Design Considerations

Winter, summer, and material choices are not side notes here.

01 Winter

Shelter

Many Berkshire houses today are still shaped by that idea of retreat, but they also need to work for year-round family life. They need to handle winter, mudrooms, fireplaces, covered entries, and durable materials.

02 Summer

Outdoor rooms

They also need to make the most of summer, with porches, terraces, gardens, barns, pool houses, and outdoor rooms. Berkshire Pool House in Sandisfield is a good example of that seasonal logic.

03 Materials

Patina

Fieldstone, local bluestone, painted wood siding, cedar shingles, timber, brick, and simple metalwork all feel at home in the Berkshires. They hold up, respond well to the climate, and age well.

Crisp Architects

What does this place ask of the house?

The best Berkshire houses are substantial, practical, and deeply connected to their setting. Whether the project is a new home, a farmhouse renovation, a lake house, a guest house, or a pool pavilion, the work begins with that question.

Projects in the Berkshires

A selection of Crisp Architects work in the region, including new homes, renovations, guest houses, pool houses, and accessory buildings.

Regional Work

Explore Other Regions.

Each region has its own landscape, history, and architectural traditions. Explore more of the places that shape our work.

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Last Updated: October 15, 2020

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What Our Clients Say

I have been working with Jimmy Crisp and his firm for over 10 years. He has transformed our 240 year old home and property and we continue to work with him on multiple projects. His sense of style, creativity and attention to detail is unparalleled. We renovated and expanded our main house, built a large barn and guest house, a wine cellar, pool area and our current projects include a pergola, stone house addition with a game room, pool house and gym. I trust Jimmy implicitly and depend on him as I live in a different state than my weekend home. He is a wonderful collaborator, always respectful and truly takes the time to get to know you, your lifestyle and your taste. Our home has been featured in "O Oprah" magazine and is also home to many events. I hope we can keep working with them for the next 20 years!

We had a wonderful experience with Crisp Architects. We wanted a pool house the reflection our love of Italy and food and we totally achieved this. I would highly recommend Crisp Architects. They were wonderful to deal with and we love our pool house. Would love to use them again for a future project.

Jimmy designed our home, from the ground up, and he and Lin Chamberlain built it. We could not be happier. It was a wonderful and easy experience working with them, and the result is a great, comfortable, and charming home. Jimmy and his staff were at all times helpful and responsive, and Lin and his crew were the same. The house was built on time, in spite of difficult conditions (unseasonable ice, and cold) and it is solid, warm in the winter, cool in the summer, and easy to live in. Jimmy was and is flexible and responsive in his approach to our needs, while maintaining a wonderful design aesthetic that is garnered many complements. I highly recommend Jimmy for any project.

I found Crisp Architects' website many years ago, forging our dream of hiring Jimmy Crisp to design our hypothetical addition to our small house built in 1785. Ten years later, with a comparatively small budget than their norm, located across the river, in Orange County, New York, I wrote an email to ask if we were worthy. Almost immediately, I was treated to a personal phone call from Jimmy Crisp, and began to feel the kind, white glove treatment they naturally provide. From that first conversation, to where we are today at mid-construction of an incredible addition and renovation that Crisp Architects designed, I cannot say enough about the entire team and level of expertise. They are not only the sweetest people, but they are true experts in their trade, and particularly with historic architecture.
Communication with Crisp Architects is immediate, reaction to your ideas is open minded and responded to with honest, valuable feedback, usually adding a new way of thinking to consider. My husband appreciates how Crisp successfully blended our old house architecture with the addition so beautifully, and how the team remains engaged with you and the project until its completion. We could not be more thrilled and we only hope to be able to hire them again for additional building on the property!
Never once did I feel like we had the small project across the river, and they have kept us in our modest budget. We love Crisp Architects!

Crisp Architects are a wonderful team headed by James Crisp. They listen well and then go off and create a beautiful plan. Remodeling can be very stressful but with Crisp Architects as your partner you can be sure all the details are taken care of. We could not be more pleased with results.

Jimmy Crisp and his team did an outstanding job designing our screened in porch, expanding family room, and new kitchen. Jimmy's plan provided us with an improved indoor and outdoor living space that better accommodates the way in which we live, and in addition, allows us to maximize the use of our home. Jimmy and his team could not have been nicer and more professional as we progressed from the early stages of this project through the construction phase. I will not hesitate to use Crisp Architects in the future.

We hired Crisp Architects to design and oversee the renovation of our 100 year old barn and carriage house home. Their design was respectful of the historic nature of the house while bringing it up to date with all the necessary modern conveniences. I have nothing but positive things to say about our experience with Crisp Architects from the level of service of every employee to the beautiful end product. In fact, since our renovation, we have been asked several times to include our home in the Historic Homes Tour in our area.

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