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 qualified pros come to you.
50 contractors serving Sheffield — including 2 based in town.
Contractors serving Sheffield
- Tomich Landscape Design-ConstructionBased in Sheffield★★★★★5.0 rating
- Sheffield Farm Products, LLCBased in Sheffield★★★★★5.0 rating
1885 N Main St, Sheffield, MA 01257
- Great Barrington AgwayServes Sheffield · 5.8 mi★★★★★4.6 rating
30 Maple Ave, Great Barrington, MA 01230
- 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
- Windy Hill FarmServes Sheffield · 10.3 mi★★★★★4.5 rating
686 Stockbridge Rd, Great Barrington, MA 01230
- Nature Works Land Care Inc.Serves Sheffield · 13.2 mi★★★★☆4.4 rating
900 Pleasant St, Lee, MA 01238
- Nathan T Buratto Landscaping & ExcavationServes Sheffield · 13.3 mi★★★★★5.0 rating
165 Highfield Dr, Lee, MA 01238
- Williams PavingServes Sheffield · 14.8 mi★★★★★5.0 rating
52 Great Barrington Rd, West Stockbridge, MA 01266
- Babcock Restorations IncServes Sheffield · 15.7 mi★★★★★5.0 rating
1100 Cape St, Lee, MA 01238
- The Barefoot Gardener LLCServes Sheffield · 19.8 mi★★★★★4.5 rating
36 Pittsfield Rd, Lenox, MA 01240
- Serves Sheffield · 21.2 mi
492 State Rd, Pittsfield, MA 01201
- Serves Sheffield · 21.7 mi
24 Scacebrook Rd, Pittsfield, MA 01201
- Western Mass Power EquipmentServes Sheffield · 22.7 mi★★★★☆4.3 rating
1685 W Housatonic St, Pittsfield, MA 01201
- Serves Sheffield · 23.5 mi
455 South St, Pittsfield, MA 01201
- Berkshire GreenscapesServes Sheffield · 23.7 mi★★★★★5.0 rating
285 Pomeroy Ave, Pittsfield, MA 01201
- Damasca landscapingServes Sheffield · 24.0 mi★★★★☆4.3 rating
26 Buel St, Pittsfield, MA 01201
- Serves Sheffield · 24.6 mi
297 Columbus Ave, Pittsfield, MA 01201
- Integrastone LandscapingServes Sheffield · 25.4 mi★★★★★5.0 rating
1589 East St Suite C, Pittsfield, MA 01201
- Kelley Brothers Tree ServiceServes Sheffield · 25.5 mi★★★★★4.7 rating
1863 East St, Pittsfield, MA 01201
- Keller Property ManagementServes Sheffield · 25.7 mi★★★★★5.0 rating
301 Dalton Ave, Pittsfield, MA 01201
- Michael A Bianco Landscaping IncServes Sheffield · 27.1 mi★★★☆☆2.5 rating
1120 Churchill St, Pittsfield, MA 01201
- Zuber LandscapingServes Sheffield · 30.7 mi★★★★★5.0 rating
642 College Hwy, Southwick, MA 01077
- Ocare Landscaping & Lawn CareServes Sheffield · 30.9 mi★★★★★4.9 rating
20 Chestnut St, Westfield, MA 01085
- T.J. Bark Mulch, Inc.Serves Sheffield · 31.1 mi★★★★☆4.1 rating
25 Sam West Rd, Southwick, MA 01077
- Mark's Property Services & Landscape SupplyServes Sheffield · 31.7 mi★★★★★4.8 rating
15 Hudson Dr, Southwick, MA 01077
- Better PathwaysServes Sheffield · 31.7 mi★★★★★5.0 rating
138 Fomer Rd # A, Southampton, MA 01073
- RJM Landscaping, IncServes Sheffield · 32.9 mi★★★★★5.0 rating
13 Airport Dr, Westfield, MA 01085
- Geeleher Enterprises IncServes Sheffield · 35.3 mi★★★★★5.0 rating
39 College Hwy, Southampton, MA 01073
- Serves Sheffield · 36.7 mi
47 Moylan Ln, Agawam, MA 01001
- Cedar HorticultureServes Sheffield · 36.9 mi★★★★★5.0 rating
2 Culdaff St, Easthampton, MA 01027
- GreenPro Lawn Solutions,LLCServes Sheffield · 37.4 mi★★★★★5.0 rating
232 Silver St, Agawam, MA 01001
- By Design Landscape Concepts, Inc.Serves Sheffield · 37.5 mi★★★★☆4.4 rating
50 Russo Cir, Agawam, MA 01001
- Pandolfi Landscape ConstructionServes Sheffield · 37.5 mi★★★★★4.8 rating
28 N Ramah Cir Rear, Agawam, MA 01001
- ElectroCutServes Sheffield · 37.5 mi★★★★★5.0 rating
259 Chesterfield Rd, Leeds, MA 01053
- Beyond Green ConstructionServes Sheffield · 37.9 mi★★★★★4.6 rating
13 Terrace View, Easthampton, MA 01027
- Bobcat of Greater SpringfieldServes Sheffield · 38.0 mi★★★★☆4.0 rating
181 Wayside Ave, West Springfield, MA 01089
- Greenstuff Lawncare, Inc.Serves Sheffield · 38.2 mi★★★★☆4.4 rating
211 Union St, West Springfield, MA 01089
- Front Porch Property ManagementServes Sheffield · 38.2 mi★★★★★5.0 rating
10 Exeter St, Easthampton, MA 01027
- MissionGreen ServicesServes Sheffield · 38.5 mi★★★★★4.8 rating
933 Meadow St, Chicopee, MA 01013
- Hunter Tree ServiceServes Sheffield · 38.6 mi★★★☆☆3.3 rating
33 Berkshire St, Holyoke, MA 01040
- Valley FenceServes Sheffield · 38.7 mi★★★★★5.0 rating
340 Riverside Dr, Northampton, MA 01062
- Palmer Paving CorporationServes Sheffield · 38.7 mi★★★★☆4.0 rating
23 Arthur St, Easthampton, MA 01027
- Wellnesscapes DesignServes Sheffield · 38.8 mi★★★★★5.0 rating
39 Kingsley Ave, Haydenville, MA 01039
- G & H Landscaping, Inc.Serves Sheffield · 38.9 mi★★★★☆4.2 rating
58 Commercial St, Holyoke, MA 01040
- Dodson & Flinker, IncServes Sheffield · 38.9 mi★★★★★4.5 rating
40 Main St Suite 101, Florence, MA 01062
- CMS LandscapingServes Sheffield · 39.0 mi★★★★★4.9 rating
175 Suffolk St, Holyoke, MA 01040
- Barko's | Excavating & Material DeliveryServes Sheffield · 39.7 mi★★★★★4.8 rating
71 San Souci Dr, South Hadley, MA 01075
- Landscaping That FITZ, Inc.Serves Sheffield · 39.9 mi★★★★★5.0 rating
235 State St, Springfield, MA 01103
- Plan It Green Landscape ArchitectureServes Sheffield · 40.2 mi★★★★★5.0 rating
142 Main St, Northampton, MA 01060
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.
