138 Fomer Rd # A, Southampton, MA 01073
Landscaping in Chester, Massachusetts
Compare contractors serving Chester, Hampden County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Chester.
Contractors serving Chester
- Better PathwaysServes Chester · 9.1 mi★★★★★5.0 rating
- Geeleher Enterprises IncServes Chester · 12.0 mi★★★★★5.0 rating
39 College Hwy, Southampton, MA 01073
- ElectroCutServes Chester · 12.8 mi★★★★★5.0 rating
259 Chesterfield Rd, Leeds, MA 01053
- Cedar HorticultureServes Chester · 13.4 mi★★★★★5.0 rating
2 Culdaff St, Easthampton, MA 01027
- RJM Landscaping, IncServes Chester · 13.4 mi★★★★★5.0 rating
13 Airport Dr, Westfield, MA 01085
- Ocare Landscaping & Lawn CareServes Chester · 13.7 mi★★★★★4.9 rating
20 Chestnut St, Westfield, MA 01085
- Babcock Restorations IncServes Chester · 13.9 mi★★★★★5.0 rating
1100 Cape St, Lee, MA 01238
- Beyond Green ConstructionServes Chester · 14.1 mi★★★★★4.6 rating
13 Terrace View, Easthampton, MA 01027
- Wellnesscapes DesignServes Chester · 14.2 mi★★★★★5.0 rating
39 Kingsley Ave, Haydenville, MA 01039
- Valley FenceServes Chester · 14.2 mi★★★★★5.0 rating
340 Riverside Dr, Northampton, MA 01062
- Dodson & Flinker, IncServes Chester · 14.3 mi★★★★★4.5 rating
40 Main St Suite 101, Florence, MA 01062
- Front Porch Property ManagementServes Chester · 14.5 mi★★★★★5.0 rating
10 Exeter St, Easthampton, MA 01027
- Palmer Paving CorporationServes Chester · 15.0 mi★★★★☆4.0 rating
23 Arthur St, Easthampton, MA 01027
- Plan It Green Landscape ArchitectureServes Chester · 15.9 mi★★★★★5.0 rating
142 Main St, Northampton, MA 01060
- T.J. Bark Mulch, Inc.Serves Chester · 16.2 mi★★★★☆4.1 rating
25 Sam West Rd, Southwick, MA 01077
- Barko's | Excavating & Material DeliveryServes Chester · 16.6 mi★★★★★4.8 rating
71 San Souci Dr, South Hadley, MA 01075
- Zuber LandscapingServes Chester · 16.5 mi★★★★★5.0 rating
642 College Hwy, Southwick, MA 01077
- Nature Works Land Care Inc.Serves Chester · 16.6 mi★★★★☆4.4 rating
900 Pleasant St, Lee, MA 01238
- Nathan T Buratto Landscaping & ExcavationServes Chester · 16.8 mi★★★★★5.0 rating
165 Highfield Dr, Lee, MA 01238
- CMS LandscapingServes Chester · 17.0 mi★★★★★4.9 rating
175 Suffolk St, Holyoke, MA 01040
- Mark's Property Services & Landscape SupplyServes Chester · 17.0 mi★★★★★4.8 rating
15 Hudson Dr, Southwick, MA 01077
- Hunter Tree ServiceServes Chester · 17.1 mi★★★☆☆3.3 rating
33 Berkshire St, Holyoke, MA 01040
- G & H Landscaping, Inc.Serves Chester · 17.2 mi★★★★☆4.2 rating
58 Commercial St, Holyoke, MA 01040
- Edge Tree Service Inc.Serves Chester · 17.7 mi★★★★☆3.7 rating
336 Hadley St, South Hadley, MA 01075
- MissionGreen ServicesServes Chester · 18.1 mi★★★★★4.8 rating
933 Meadow St, Chicopee, MA 01013
- Bobcat of Greater SpringfieldServes Chester · 18.3 mi★★★★☆4.0 rating
181 Wayside Ave, West Springfield, MA 01089
- Mountain View Landscapes and LawncareServes Chester · 18.3 mi★★★☆☆3.4 rating
67 Old James St, Chicopee, MA 01020
- Kelley Brothers Tree ServiceServes Chester · 18.5 mi★★★★★4.7 rating
1863 East St, Pittsfield, MA 01201
- Better View LandscapesServes Chester · 18.8 mi★★★★★4.6 rating
49 River Dr, Hadley, MA 01035
- Integrastone LandscapingServes Chester · 19.0 mi★★★★★5.0 rating
1589 East St Suite C, Pittsfield, MA 01201
- The Barefoot Gardener LLCServes Chester · 19.1 mi★★★★★4.5 rating
36 Pittsfield Rd, Lenox, MA 01240
- In The Green Gardens Inc.Serves Chester · 19.3 mi★★★★★5.0 rating
243 Russell St, Hadley, MA 01035
- Beyond Landscape ContractingServes Chester · 19.3 mi★★★★☆4.4 rating
83 State Rd, South Deerfield, MA 01373
- Omasta LandscapingServes Chester · 19.6 mi★★★★☆4.2 rating
265 Bay Rd, Hadley, MA 01035
- Keller Property ManagementServes Chester · 19.7 mi★★★★★5.0 rating
301 Dalton Ave, Pittsfield, MA 01201
- Gardener's SupplyServes Chester · 19.9 mi★★★★☆4.4 rating
285 Russell St, Hadley, MA 01035
- Berkshire GreenscapesServes Chester · 19.9 mi★★★★★5.0 rating
285 Pomeroy Ave, Pittsfield, MA 01201
- Greenstuff Lawncare, Inc.Serves Chester · 19.9 mi★★★★☆4.4 rating
211 Union St, West Springfield, MA 01089
- Pandolfi Landscape ConstructionServes Chester · 20.0 mi★★★★★4.8 rating
28 N Ramah Cir Rear, Agawam, MA 01001
- Serves Chester · 20.1 mi
455 South St, Pittsfield, MA 01201
- By Design Landscape Concepts, Inc.Serves Chester · 20.2 mi★★★★☆4.4 rating
50 Russo Cir, Agawam, MA 01001
- Windy Hill FarmServes Chester · 20.3 mi★★★★★4.5 rating
686 Stockbridge Rd, Great Barrington, MA 01230
- Damasca landscapingServes Chester · 20.3 mi★★★★☆4.3 rating
26 Buel St, Pittsfield, MA 01201
- Serves Chester · 20.9 mi
297 Columbus Ave, Pittsfield, MA 01201
- Ondrick Natural EarthServes Chester · 21.0 mi★★★★★4.7 rating
729 Fuller Rd, Chicopee, MA 01020
- John S. Lane & Son, Inc.Serves Chester · 21.0 mi★★★★☆4.4 rating
1550 West St, Amherst, MA 01002
- Ondrick Materials & RecyclingServes Chester · 21.0 mi★★★★★4.8 rating
22 Industry Rd, Chicopee, MA 01020
- GreenPro Lawn Solutions,LLCServes Chester · 21.1 mi★★★★★5.0 rating
232 Silver St, Agawam, MA 01001
- Serves Chester · 21.2 mi
47 Moylan Ln, Agawam, MA 01001
- Serves Chester · 21.2 mi
420 Stockbridge Rd Suite 1, Great Barrington, MA 01230
Landscaping in Chester — what to know
Site & seasonal factors
Chester is served by the Chester Municipal Light Plant, which makes it a Municipal Light Plant (MLP) town. That means homeowners in Chester are not eligible for Mass Save energy rebates — a meaningful gap on energy work, though it doesn't directly affect landscaping (Mass Save doesn't fund landscape projects regardless).
What does shape Chester landscape work is the Wetlands Protection Act, administered by the Chester Conservation Commission, plus the additional protections of the Westfield River Wild and Scenic designation. Hardscape, grading, or significant clearing within 100 feet of the Westfield or its tributaries typically requires an NOI rather than just an RDA, and projects with substantial visual impact along the protected river stretch can face additional federal-level review.
Permits in Chester
Plantings and routine lawn work don't need permits. The MA thresholds apply: retaining walls over about 4 feet and meaningful grading work need a building permit. ConCom is the more common gate for near-river work. Chester doesn't have a formal historic district overlay. The Wild and Scenic designation adds a review layer for substantial projects along the protected river corridor. Plan a 4–8 week permitting front end for near-river work.
Typical project cost
Chester pricing tracks western Hampden County hill-town norms — labor a step below eastern-MA, with site complexity adding back what flat lots wouldn't have. A standard lawn-and-foundation refresh runs $3,500–$8,500. A paver or stone patio with a small wall typically lands $15,000–$32,000 depending on slope and access. Dry-laid stone walls — Chester sits near historic quarry sites, with bluestone readily available — run $300–$600 per linear foot finished.
About Chester homes
Chester is a small Hampden County hill town of about 1,403 residents and 689 housing units, set along the Westfield River. The median home is around 71 years old — an older housing stock by state standards, reflecting the town's history as a rail and stone-quarrying center. Many older houses cluster around the village center along Main Street, with newer rural builds spread across the surrounding hills.
The terrain is steep and water-dense. The Westfield River — designated a National Wild and Scenic River in stretches — runs through the heart of town, with tributary brooks like Walker Brook coming off the surrounding ridges. Landscape work here usually involves significant site work, drainage, and stone, not flat suburban lawns.
Common questions — Landscaping in Chester
- Am I eligible for Mass Save energy rebates in Chester?
- No — Chester Municipal Light Plant is the electric utility, and MLP customers are outside the Mass Save program. That doesn't affect landscaping directly, but it's important context if you're considering bundled energy and outdoor work.
- Do I need ConCom approval near the Westfield River?
- Yes for any work within 100 feet of the river or its tributary brooks. The Westfield is a National Wild and Scenic River in stretches, so the Chester Conservation Commission looks carefully at near-river projects and substantial work may face additional review. Expect an NOI.
- Is Chester bluestone really easier to source here?
- Yes. Chester sits near historic bluestone quarry sites, and local stone yards stock material readily. Sourcing native Chester bluestone for patios and walls is usually less of a logistics problem than for towns further from the quarry belt.
- How tall can a wall be before I need a permit?
- About 4 feet is the standard MA threshold. Over that, building permit and typically engineering. Walls in a wetland buffer or in the Wild and Scenic corridor need additional review regardless of height.
- Who works in Chester?
- Crews based in Huntington, Westfield, and Blandford cover Chester routinely. A handful of smaller hill-town landscapers are based locally. Confirm experience with steep grades, river-corridor work, and ConCom filings before signing.
