Landscaping & Lawn Care in Cheshire, MA

Rural lots, lakeside properties and a lot of tree cover. Cheshire is straightforward work if you show up with the right crew.

Free estimate. No obligation.

  • 5.0 on Google
  • 4.9 on Thumbtack (60+ reviews)
  • 12 years in business
  • Locally owned in Pittsfield

Cheshire properties tend toward the rural end: open lots, tree lines, and plenty of places where the yard runs right up against woods. That last part is the thing that catches people out in the fall: a property bordered by woods keeps collecting leaves long after the ornamental trees have finished dropping.

It also means more edge work. Where a lawn meets a treeline or a stone wall, the difference between a decent job and a good one is entirely in the trimming.

Seasonal work in Cheshire

Weekly and biweekly mowing through the season, landscaping and mulch, fall and spring cleanups with haul-away, and plowing through the winter. If you want one crew handling the property year-round (mowing in July, plowing in January), we can set it up that way.

Carpentry work too

Decks and porches, hardwood floors, framing, siding, remodels and demolition. If the property needs building work as well as grounds work, it's the same company.

Our Work

Real jobs, real photos

Every photo on this site is a real King & Sons job in the Berkshires. No stock photography. See the full gallery.

Freshly mowed lawn framed by mature trees
Weekly mowing
Mulched hillside bed with daffodils in bloom
Mulch & bed work
Freshly edged mulch bed beside a driveway
Mulch & bed work

Every service, in Cheshire

See photos of real King & Sons jobs

Guides for Cheshire homeowners

Questions from Cheshire customers

Is Cheshire within your service area?

Yes, we run north county from our Pittsfield base, including Cheshire and Adams. Call with the address and we'll confirm the schedule.

My yard backs up to woods and collects leaves all fall. Can you handle that?

That's a common one here, and it's usually a two-pass job: one cleanup mid-season to keep the lawn breathing, and a final pass once everything is down. We'll tell you which your property actually needs after we look at it.

Free Quote

Get a quote for your Cheshire property

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What customers say

“Amazing work from landscaping to snow removal! They are timely, professional and affordable. They all do amazing work, highly recommended!”

★★★★★ Makenzi F. Thumbtack review