234 Bears Den Rd, Sheffield, MA 01257
Landscaping in Sheffield, Massachusetts
Compare contractors serving Sheffield, Berkshire County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Sheffield — including 1 based in town.
Contractors serving Sheffield
Claimed listings within 5 miles come first, then the rest by rating, then distance. Google ratings as of October 2026. How we list and rank contractors
- Tomich Landscape Design-ConstructionBased in Sheffield★★★★★5.0 Google rating
- Nathan T Buratto Landscaping & ExcavationServes Sheffield · 13.3 mi★★★★★5.0 Google rating
165 Highfield Dr, Lee, MA 01238
- Berkshire GreenscapesServes Sheffield · 23.7 mi★★★★★5.0 Google rating
285 Pomeroy Ave, Pittsfield, MA 01201
- Integrastone LandscapingServes Sheffield · 25.4 mi★★★★★5.0 Google rating
1589 East St Suite C, Pittsfield, MA 01201
- Zuber LandscapingServes Sheffield · 30.7 mi★★★★★5.0 Google rating
642 College Hwy, Southwick, MA 01077
- Better PathwaysServes Sheffield · 31.7 mi★★★★★5.0 Google rating
138 Fomer Rd # A, Southampton, MA 01073
- RJM Landscaping, IncServes Sheffield · 32.9 mi★★★★★5.0 Google rating
13 Airport Dr, Westfield, MA 01085
- Geeleher Enterprises IncServes Sheffield · 35.3 mi★★★★★5.0 Google rating
39 College Hwy, Southampton, MA 01073
- Cedar HorticultureServes Sheffield · 36.9 mi★★★★★5.0 Google rating
2 Culdaff St, Easthampton, MA 01027
- GreenPro Lawn Solutions,LLCServes Sheffield · 37.4 mi★★★★★5.0 Google rating
232 Silver St, Agawam, MA 01001
- ElectroCutServes Sheffield · 37.5 mi★★★★★5.0 Google rating
259 Chesterfield Rd, Leeds, MA 01053
- Wellnesscapes DesignServes Sheffield · 38.8 mi★★★★★5.0 Google rating
39 Kingsley Ave, Haydenville, MA 01039
- Ocare Landscaping & Lawn CareServes Sheffield · 30.9 mi★★★★★4.9 Google rating
20 Chestnut St, Westfield, MA 01085
- Pandolfi Landscape ConstructionServes Sheffield · 37.5 mi★★★★★4.8 Google rating
28 N Ramah Cir Rear, Agawam, MA 01001
- MissionGreen ServicesServes Sheffield · 38.5 mi★★★★★4.8 Google rating
933 Meadow St, Chicopee, MA 01013
- Kelley Brothers Tree ServiceServes Sheffield · 25.5 mi★★★★★4.7 Google rating
1863 East St, Pittsfield, MA 01201
- The Barefoot Gardener LLCServes Sheffield · 19.8 mi★★★★★4.5 Google rating
36 Pittsfield Rd, Lenox, MA 01240
- Nature Works Land Care Inc.Serves Sheffield · 13.2 mi★★★★☆4.4 Google rating
900 Pleasant St, Lee, MA 01238
- By Design Landscape Concepts, Inc.Serves Sheffield · 37.5 mi★★★★☆4.4 Google rating
50 Russo Cir, Agawam, MA 01001
- Greenstuff Lawncare, Inc.Serves Sheffield · 38.2 mi★★★★☆4.4 Google rating
211 Union St, West Springfield, MA 01089
- Damasca landscapingServes Sheffield · 24.0 mi★★★★☆4.3 Google rating
26 Buel St, Pittsfield, MA 01201
- Hunter Tree ServiceServes Sheffield · 38.6 mi★★★☆☆3.3 Google rating
33 Berkshire St, Holyoke, MA 01040
- Michael A Bianco Landscaping IncServes Sheffield · 27.1 mi★★★☆☆2.5 Google rating
1120 Churchill St, Pittsfield, MA 01201
- Serves Sheffield · 6.7 mi
16 Hillside Ave, Great Barrington, MA 01230
- Serves Sheffield · 8.2 mi
420 Stockbridge Rd Suite 1, Great Barrington, MA 01230
- Serves Sheffield · 21.2 mi
492 State Rd, Pittsfield, MA 01201
- Serves Sheffield · 21.7 mi
24 Scacebrook Rd, Pittsfield, MA 01201
- Serves Sheffield · 23.5 mi
455 South St, Pittsfield, MA 01201
- Serves Sheffield · 24.6 mi
297 Columbus Ave, Pittsfield, MA 01201
- Serves Sheffield · 36.7 mi
47 Moylan Ln, Agawam, MA 01001
Landscaping in Sheffield — what to know
Site & seasonal factors
Mass Save doesn't fund landscaping. National Grid serves Sheffield for electricity, so the MLP exclusion that affects some Berkshire towns (most notably Great Barrington's neighbor Stockbridge) doesn't apply here. The regulatory layer that matters for Sheffield landscape work is the Conservation Commission and the town's floodplain rules.
The Housatonic floodplain is the dominant feature, and ConsCom takes Wetlands Protection Act jurisdiction seriously — the 100-foot wetland buffer plus the 200-foot Riverfront Area along the Housatonic pulls a large fraction of working properties into review. Sheffield also sits in the Housatonic PCB cleanup footprint downstream of the GE Pittsfield site, which adds soil-handling considerations on river-adjacent parcels.
Permits in Sheffield
Retaining walls over four feet at the bottom of the footing need a building permit and engineered drawings. Floodplain-area work follows the town's bylaw on top of FEMA's elevation requirements. Conservation Commission filings handle wetland buffer and Riverfront Area work — figure four to six weeks for a Determination, eight to twelve for a Notice of Intent. Sheffield's historic Old Parish district and several town-listed historic structures add an extra layer of review for visible exterior work in certain areas. Route 7 and Route 7A driveways go through MassDOT.
Typical project cost
Sheffield pricing reflects the south Berkshires market, which has crept toward Hudson Valley and Litchfield-county rates because of the weekender demand. A full season of lawn care on a one-acre lot typically runs $2,200–$4,200; a paver patio with sitting wall lands $16,000–$32,000; design-build estate work with extensive plantings, dry-laid stone walls, lighting, and irrigation often runs $50,000–$200,000+. Dry-laid Berkshire stone walls — a regional specialty — are a meaningful cost item, often $200–$400 per linear foot installed.
About Sheffield homes
Sheffield is the southernmost Berkshire County town, with about 3,312 residents and 1,769 housing units. Median home age sits around 64 years, but the headline number understates the range — the town has a lot of true antique houses (some pre-1800) alongside post-war ranches and a steady stream of newer estate-scale construction tied to the New York and Boston second-home market.
The Housatonic River runs the length of town and so does its floodplain — wide, flat bottomland that's some of the best soil in Berkshire County but also some of the most regulated. East and west of the river, the land rises into the Berkshire foothills, with mixed hardwood forest, ledge, and steep grade on many back lots.
Common questions — Landscaping in Sheffield
- Is PCB contamination something I need to worry about on river-adjacent land?
- Sheffield sits downstream of the GE Pittsfield PCB cleanup zone, and certain river-adjacent soils have testing and handling requirements. Most landscape work above the floodplain is fine, but excavation near the Housatonic should include a quick check with MassDEP or the town for site-specific guidance.
- How do dry-laid Berkshire stone walls hold up?
- Very well, when built right — well-stacked dry walls in the region routinely last a century or more. The skill is in the choke stones, the through stones, and the base. Cheaper crews build pretty walls that look like dry-laid but are mortared internally; those fail under frost.
- What does floodplain status mean for a backyard project?
- If your lot is in the FEMA mapped floodplain, fill is restricted and structures need to meet elevation requirements. Hardscape may be permissible but design has to demonstrate it doesn't impede flood flow. Check the FIRM and the town zoning map before planning.
- Can I clear pasture or fields without ConsCom involvement?
- If the land is in active agricultural use under Chapter 61A, agricultural exemptions cover a lot of work that would otherwise need filings. Reverting old pasture to residential use, though, often loses those protections — pulling a chapter status check before clearing matters.
- When can I plant reliably in Sheffield?
- Mid-May for most shrubs and perennials. Sheffield's valley elevation runs warmer than the Berkshire hill towns to the north and west — frost dates are closer to the Connecticut Valley than to Pittsfield. Fall planting runs through early October.
