Our vision is to honor our community by using the most environmentally conscious and sustainable practices available.

Who We Are

Webster is a Landscape Contracting company based in the Southern Berkshires of western Massachusetts. We serve the greater Berkshire region as well as Columbia County, New York and Litchfield County, Connecticut. We are a team of dedicated professionals who bring creativity, ingenuity and quality to our projects.  At Webster, we strive to endow all of our work with timeless beauty, sustainability, abiding value and quality craftsmanship.

How We Work

Upon contacting our office, you will have the opportunity to describe your landscape needs to one of our project managers.  They will ask you thoughtful questions in order to better understand the issues pertaining to your project and begin to refine the potential scope of work.  We then set up a site meeting to acquaint ourselves with you and the needs your property.  At the site meeting, we share our immediate observations regarding both existing conditions, as well as the potential of the site.


Following this initial meeting, we provide a complimentary and comprehensive proposal describing the scope of work and enumerating estimated costs for all associated tasks.  When appropriate, we also propose and estimate design work pertaining to planting plans and construction drawings.  Following project approval, we work closely with you to select plants and building materials that best suit your site, home, and personal tastes.


Our project managers steer all aspects of your project from the initial concept to completion to ensure an efficient, accurate, and aesthetically pleasing manifestation of your vision.  We apply the same dedication and attention to all projects regardless of scale.

What We Do

Webster offers design, construction, installation, and maintenance of fine landscapes. Project management services are included to complement all projects regardless of the scale or the type of work involved. This ensures that our clientele receives personal, consistent, and efficient service.

Landscape Services

whatwedoLandscape services include site grading and excavation; construction of stone walls, patios, terraces and pathways; installation of driveways and drainage infrastructure; stormwater management; planting of trees and gardens; lawn installation and renovation; invasive species management; construction and maintenance of wilderness trails; and more. We have even sited and installed fine art pieces.

We have accomplished historical restorations, most notably that of the gardens at The Mount, the Lenox estate and labor-of-love of the American Modernist writer, Edith Wharton. The Webster team excels at the challenging task of repairing disturbed landscapes, crafting landform and working with natural features to create a sense of continuity between new construction and the environment in which it is sited.

Landscape Design

Berenson-Fire-Pit-In-Prog-bOur design professionals approach the task of developing a landscape as a holistic, site-specific process.  We recognize the unique character of each landscape and seek to reinforce the constituent qualities of each place by restoring natural landforms, planting species that are most appropriate to site conditions, and utilizing construction materials and methods that blend harmoniously with both the home and its setting in nature.

Our clients derive great benefit from working with our designers, who are also experienced project managers, accomplished horticulturists, and seasoned plantsmen.

Rather than building landscapes by rote, repeatedly recycling the same plants, surface treatments and other design motifs, we create landscapes that profoundly evoke a palpable sense of place and express the personalities of our clients.  We treat each issue, problem or challenge as an opportunity to significantly improve the functionality and beauty of the overall landscape.

Design services include consultation; garden design; site analysis and planning; architectural design; and production of graphical plans and construction drawings.  Our design staff is a multi-talented team with a diverse background in landscape design, architecture, construction and landscape ecology.

Project Management

Slideshow-04.08.10-018-300x225Our project managers work with our clients to produce optimal outcomes for projects, creating sustainable landscapes with the least possible disruption to our clients’ lifestyles and the natural environment.  We seamlessly coordinate our efforts with other professionals, including architects, landscape architects, builders and general contractors through all stages of projects large and small.

Our project managers serve as a central hub for information, scheduling all aspects of projects, directing our talented field staff, managing subcontractors, and coordinating with materials suppliers to attain excellent, elegant, and efficiently produced results.



Stone Work

masonryWebster employs some of the most talented masons working in the region today.  Our stonework team is a group of accomplished artisans who consistently create works of enduring beauty and integrity.  They are experienced with a wide range of construction styles, materials, and methodologies; are as deeply versed in rustic stonework as they are adroit with more regular masonry, and are as skilled at working with natural limestone, fieldstone, bluestone, or Goshen stone as they are at installing milled and cultured materials.

Our masons apply the same dedicated perfectionist drive to all of the many stonework applications in which they are experts.  This highly adaptable group of craftsmen provide our clients services in dry-stacked walls, patios, pathways, steps, mortared veneers, firepits and much more.  They can transform a utilitarian object such as a culvert into a thing of beauty, mold a pile of rubble into a work of art, or create breathtaking trails that recall the iconic Craftsman style of the great National Parks.


horticultureOur horticulturists care for a diverse variety of landscapes of every type imaginable in our region, including formal gardens, native shrub borders, cottage gardens, rockeries, vegetable gardens and orchards.  Unlike stone walls and terraces, gardens are constantly growing and changing, subject to the whims of weather, climate, and animal life.  And of course, weeds can be deterred but never eliminated entirely; the “zero-maintenance” garden is simply a contradiction-in-terms.

Our experienced and talented horticultural team works in coordination with the Director of Horticulture to ensure that our clients’ landscapes look their best even under the worst of conditions.  We maintain a close eye on our clients’ gardens, and use creative problem-solving to keep trees, shrubs, perennials and annuals in tip-top shape.

Horticultural services include garden maintenance; spring and fall clean-ups; mulching; pruning of ornamental trees and shrubs; orchard and small fruit management; installation of annuals and container plantings; garden reclamation; historic restoration; organic fertilization and pest control; and native plant restoration.


  • Season of the Witch (Part One)

    Apr 10, 13 • Blog

  • Autumn Bulb Planting

    Sep 13, 12 • Blog

  • Tree Party Express III – Final of 3 Series

    Jan 2, 12 • Blog

  • Tree Party Express II: Second of 3 Series

    Dec 29, 11 • Blog

  • Tree Party Express I: First of 3 Series

    Dec 15, 11 • Blog

  • Tea Party? Tree Party!!

    Nov 14, 11 • Blog

  • Tabula Rasa

    Oct 28, 11 • Blog

  • Browse All Articles

Contact and Credits


Webster Landscapes
PO Box 1249,
93 Ashley Falls Road, Sheffield, MA 01257

> click here for a map

Phone: (413) 229-8124

Fax: (413) 229-8123

E-mail: info@websterlandscapes.com


We are always interested in meeting dedicated and enthusiastic green industry professionals. For more information about employment opportunities, please contact us at info@websterlandscapes.com

Our Team

– Ben Webster, President
– Julie Webster, Business Office Manager & Marketing
– Wenonah Webster, Design/Creative Director

Clients & Collaborators:

– Gregg Bleam, Landscape Architect
– Edgewater Design
– Oehme van Sweden & Associates
– Reed Hilderbrand Landscape Architecture
– Walter Cudnohufsky and Associates
– Ann Brooke Design, Inc.


Our Commitment to Privacy:
We do not sell, exchange or otherwise share any user information with any third parties.


“I saw your fine work this weekend on the garden tour. Owner gave rave reviews for you and your team and I must agree!”


“I saw your fine work this weekend on the garden tour. Owner gave rave reviews for you and your team and I must agree!”


“Now that we can see the place so much better, it’s easier to imagine what we could do next.”


“Your reputation is extraordinary”


“Thank you very much for the very nice work you did!”

“We cannot begin to thank you enough for the beautiful landscaping at our home. We are struck by this every time we arrive at our house.
This was not achievable without your vision, personal touch, knowledge and attention. The work was also done in a very neat and timely manner. Your crew is wonderful – hardworking, polite and respectful. We never had to ask for anything twice. Our silliest requests were fulfilled.”


“You and your crew are definitely talented and knowledgeable.”


“Thank you so much for your time, dedication, and hard work throughout this project. I couldn’t be more happy with the results. If we have projects in the future, I know who I’m calling first.”


We are a team of dedicated professionals who bring creativity, ingenuity and quality to our projects. Our vision is to honor our community by using the most environmentally conscious and sustainable practices available.

We are pleased to share our thoughts with you!

View our Newsletter Archive


Sign up for our Email Newsletter