The best-rated landscaping serving Pittsfield, MA, independently researched and ranked on rating, review volume and genuine local reputation.
The best landscapers in Pittsfield, MA are Ryan Landscaping & Lawn Care, CK Homescapes & Property Maintenance, Jim's Lawn Care and Moser's Lawn in Order. Each is an independently researched local operator, ranked on reputation, reviews and genuine local presence, and none paid to appear.
One business can feature above the Top 5 on this page, clearly labeled. A great way for a newer or smaller pro to get seen first.
Ryan Landscaping & Lawn Care is an established Pittsfield firm based on Goodrich Street, run by Joseph Ryan, offering full landscape and lawn maintenance for residential and commercial properties. Services span design and installation, seasonal cleanups, and ongoing mowing and lawn care. The company is an active part of the local community, featuring in Berkshire Eagle's Berkshire Favs, and holds a well-regarded local reputation for dependable, tidy work.
CK Homescapes & Property Maintenance is a family-owned and operated Pittsfield firm with over 20 years of experience serving residential and commercial clients. Alongside landscaping such as mowing, seeding, and tree trimming, they offer masonry and stonework, decks, fencing, and general property upkeep. Licensed and insured, they are a good fit for homeowners who want a single crew to handle both landscaping and broader outdoor maintenance.
Jim's Lawn Care is a locally owned and operated Pittsfield business serving residential properties within roughly a 30-mile radius of the 01201 area. The team handles routine lawn maintenance such as cutting and edging as well as larger landscaping projects and winter snow removal. It positions itself as a straightforward, satisfaction-focused local operator for homeowners wanting reliable year-round yard care.
Moser's Lawn in Order is a locally owned Pittsfield company serving both residential and commercial property owners across the city and surrounding area. Its services run well beyond mowing to include seasonal cleanups, hardscaping and fire pits, tree work, mulching and topsoil, trimming, and winter snow removal. With no standalone website but a genuine local presence, it is a practical choice for homeowners wanting a broad range of grounds work from one crew.
The best landscapers serving Pittsfield, MA are based in and around Pittsfield. With the Northeast's four seasons and older housing stock to contend with, keeping a yard healthy takes genuine local know-how, so a proven local pro makes all the difference, and we've done the legwork to surface only the operators worth calling.
Ryan Landscaping & Lawn Care currently tops the list, but every business here earns its place the same way: we research each landscaper genuinely operating near Pittsfield, weigh real customer reviews and ratings from sources like Google and the Better Business Bureau, and rank on merit. No business can pay into this list, the single featured spot above it is the only paid placement, and it's always clearly labeled.
| Business | Best for |
|---|---|
| 1. Ryan Landscaping & Lawn Care | Consistent, top-reviewed service |
| 2. CK Homescapes & Property Maintenance | Fast response and repairs |
| 3. Jim's Lawn Care | Professional workmanship |
| 4. Moser's Lawn in Order | Dependable service and value |
Our current top picks are Ryan Landscaping & Lawn Care, CK Homescapes & Property Maintenance, Jim's Lawn Care and Moser's Lawn in Order. Every business is independently researched and ranked on merit, never paid placement.
We research every landscaper genuinely operating in and around Pittsfield, then weigh real customer reviews and ratings from sources like Google and the Better Business Bureau, review volume, and a genuine local track record. No business can pay to appear in the ranked Top 5.
No. The ranked Top 5 is editorial and cannot be bought. The only paid option is the single featured spot above the list, which is always clearly labeled as featured.
Start with the five above, then get written quotes from two or three, read their most recent reviews, and confirm they cover your part of Pittsfield. A good landscaper responds promptly, explains the work clearly, and is upfront about pricing.
We rank on independent reputation and reviews, not licensing checks. Requirements vary by state and trade, so always confirm a pro's current license and insurance directly with them before any work begins.
Own the featured spot above this Top 5, clearly labeled. A great way for a newer or smaller pro to get seen first. Early-adopter rate $19/month for your first 6 months, then $39/month.