Better Pathways
Serves Montgomery · 3.6 mi★★★★★5.0 rating
138 Fomer Rd # A, Southampton, MA 01073
Landscaping · Montgomery, MA
Landscaping in Montgomery, Massachusetts
Compare contractors serving Montgomery, Hampden County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Montgomery.
Contractors serving Montgomery
- Geeleher Enterprises IncServes Montgomery · 7.2 mi★★★★★5.0 rating
39 College Hwy, Southampton, MA 01073
- RJM Landscaping, IncServes Montgomery · 7.3 mi★★★★★5.0 rating
13 Airport Dr, Westfield, MA 01085
- Ocare Landscaping & Lawn CareServes Montgomery · 8.0 mi★★★★★4.9 rating
20 Chestnut St, Westfield, MA 01085
- Cedar HorticultureServes Montgomery · 8.8 mi★★★★★5.0 rating
2 Culdaff St, Easthampton, MA 01027
- Beyond Green ConstructionServes Montgomery · 9.8 mi★★★★★4.6 rating
13 Terrace View, Easthampton, MA 01027
- Front Porch Property ManagementServes Montgomery · 10.1 mi★★★★★5.0 rating
10 Exeter St, Easthampton, MA 01027
- Palmer Paving CorporationServes Montgomery · 10.6 mi★★★★☆4.0 rating
23 Arthur St, Easthampton, MA 01027
- T.J. Bark Mulch, Inc.Serves Montgomery · 10.7 mi★★★★☆4.1 rating
25 Sam West Rd, Southwick, MA 01077
- ElectroCutServes Montgomery · 10.8 mi★★★★★5.0 rating
259 Chesterfield Rd, Leeds, MA 01053
- Valley FenceServes Montgomery · 11.1 mi★★★★★5.0 rating
340 Riverside Dr, Northampton, MA 01062
- Zuber LandscapingServes Montgomery · 11.2 mi★★★★★5.0 rating
642 College Hwy, Southwick, MA 01077
- Hunter Tree ServiceServes Montgomery · 11.3 mi★★★☆☆3.3 rating
33 Berkshire St, Holyoke, MA 01040
- CMS LandscapingServes Montgomery · 11.4 mi★★★★★4.9 rating
175 Suffolk St, Holyoke, MA 01040
- G & H Landscaping, Inc.Serves Montgomery · 11.4 mi★★★★☆4.2 rating
58 Commercial St, Holyoke, MA 01040
- Barko's | Excavating & Material DeliveryServes Montgomery · 11.6 mi★★★★★4.8 rating
71 San Souci Dr, South Hadley, MA 01075
- Mark's Property Services & Landscape SupplyServes Montgomery · 11.6 mi★★★★★4.8 rating
15 Hudson Dr, Southwick, MA 01077
- Dodson & Flinker, IncServes Montgomery · 11.6 mi★★★★★4.5 rating
40 Main St Suite 101, Florence, MA 01062
- MissionGreen ServicesServes Montgomery · 12.1 mi★★★★★4.8 rating
933 Meadow St, Chicopee, MA 01013
- Bobcat of Greater SpringfieldServes Montgomery · 12.2 mi★★★★☆4.0 rating
181 Wayside Ave, West Springfield, MA 01089
- Plan It Green Landscape ArchitectureServes Montgomery · 12.5 mi★★★★★5.0 rating
142 Main St, Northampton, MA 01060
- Mountain View Landscapes and LawncareServes Montgomery · 12.8 mi★★★☆☆3.4 rating
67 Old James St, Chicopee, MA 01020
- Wellnesscapes DesignServes Montgomery · 13.0 mi★★★★★5.0 rating
39 Kingsley Ave, Haydenville, MA 01039
- Edge Tree Service Inc.Serves Montgomery · 13.2 mi★★★★☆3.7 rating
336 Hadley St, South Hadley, MA 01075
- Greenstuff Lawncare, Inc.Serves Montgomery · 13.8 mi★★★★☆4.4 rating
211 Union St, West Springfield, MA 01089
- Pandolfi Landscape ConstructionServes Montgomery · 13.9 mi★★★★★4.8 rating
28 N Ramah Cir Rear, Agawam, MA 01001
- By Design Landscape Concepts, Inc.Serves Montgomery · 14.1 mi★★★★☆4.4 rating
50 Russo Cir, Agawam, MA 01001
- Ondrick Natural EarthServes Montgomery · 15.0 mi★★★★★4.7 rating
729 Fuller Rd, Chicopee, MA 01020
- GreenPro Lawn Solutions,LLCServes Montgomery · 15.0 mi★★★★★5.0 rating
232 Silver St, Agawam, MA 01001
- Ondrick Materials & RecyclingServes Montgomery · 15.1 mi★★★★★4.8 rating
22 Industry Rd, Chicopee, MA 01020
- Landscaping That FITZ, Inc.Serves Montgomery · 15.2 mi★★★★★5.0 rating
235 State St, Springfield, MA 01103
- Serves Montgomery · 15.2 mi
47 Moylan Ln, Agawam, MA 01001
- Thomas P. Ryland Co.Serves Montgomery · 15.8 mi★★★★★4.8 rating
154 Cedar St, Springfield, MA 01105
- Better View LandscapesServes Montgomery · 15.8 mi★★★★★4.6 rating
49 River Dr, Hadley, MA 01035
- CMJ Paving & Landscaping INCServes Montgomery · 15.9 mi★★★★☆4.1 rating
20 Oakdale St, Springfield, MA 01104
- Omasta LandscapingServes Montgomery · 15.9 mi★★★★☆4.2 rating
265 Bay Rd, Hadley, MA 01035
- In The Green Gardens Inc.Serves Montgomery · 16.1 mi★★★★★5.0 rating
243 Russell St, Hadley, MA 01035
- Serves Montgomery · 16.1 mi
22 Willard Ave, Springfield, MA 01109
- Gardener's SupplyServes Montgomery · 16.6 mi★★★★☆4.4 rating
285 Russell St, Hadley, MA 01035
- John S. Lane & Son, Inc.Serves Montgomery · 16.8 mi★★★★☆4.4 rating
1550 West St, Amherst, MA 01002
- Champion Tree & Lawn Care Inc.Serves Montgomery · 16.8 mi★★★★★5.0 rating
55 Taylor St #9520, Granby, MA 01033
- Mann Lawn CareServes Montgomery · 16.9 mi★★★★★5.0 rating
21Continental Street, Springfield, MA 01108
- Lawn Tech Lawn CareServes Montgomery · 17.1 mi★★★★☆4.2 rating
405 West St, Ludlow, MA 01056
- ACME Site Work Inc.Serves Montgomery · 17.6 mi★★★★☆4.4 rating
33 Albert Ave, Indian Orchard, MA 01151
- ArborTech Tree Services, LLCServes Montgomery · 17.7 mi★★★★★5.0 rating
23 Paridon St, Springfield, MA 01118
- Beyond Landscape ContractingServes Montgomery · 17.9 mi★★★★☆4.4 rating
83 State Rd, South Deerfield, MA 01373
- RDA Landscaping, LLCServes Montgomery · 18.1 mi★★★★★5.0 rating
751 Converse St, Longmeadow, MA 01106
- Summit Landscaping & LawncareServes Montgomery · 18.2 mi★★★★★5.0 rating
359 West St, Amherst, MA 01002
- St Clair Landscaping and Irrigation LLCServes Montgomery · 18.2 mi★★★★★5.0 rating
733 Chapin St # 101, Ludlow, MA 01056
- Dreamscape Designs LandscapingServes Montgomery · 18.6 mi★★★★★5.0 rating
444 a N Main St #215, East Longmeadow, MA 01028
Landscaping in Montgomery — what to know
Site & seasonal factors
Montgomery is in National Grid territory and Mass Save eligible — the rebates target envelope and HVAC, not landscaping. The overlap point on these steeper lots is outdoor unit siting for heat-pump retrofits: finding a level, drained pad with clear airflow often requires landscape work first.
The Westfield River Wild & Scenic Committee and the Hilltown CDC are useful local resources for riparian buffer technical assistance — not direct rebates, but help understanding what's permittable along the river corridor.
Permits in Montgomery
The Montgomery Conservation Commission reviews work under the Wetlands Protection Act, with the Westfield River's 200-foot Riverfront Area covering a lot of parcels. Notice of Intent filings are routine for any grading, tree removal, or hardscape near streams or the river. The building inspector handles permits for retaining walls over 4 feet and footing-bearing structures. On steep lots, soil and erosion controls are commonly conditions of approval — not optional add-ons.
Typical project cost
Montgomery pricing reflects the grade challenge. A typical season of mowing and cleanup runs $1,800–$4,000. Retaining walls — segmental block or natural stone — are commonly $80–$200 per linear foot depending on height and material. Steep-driveway drainage upgrades with swales, catch basins, and culverts often run $5,000–$12,000. Stabilizing a small slope failure (regrade, install drainage, replant) typically lands $4,000–$15,000. Foundation regrading with a swale and gutter extension on a contemporary house is $2,500–$6,000.
About Montgomery homes
Montgomery is a small Hampden County hilltown of about 877 residents across 404 housing units, with a median home age around 47 years. The town straddles steep terrain between Russell and Huntington, and the Westfield River cuts along the southern edge. A lot of homes here are rebuilt or post-1970 contemporary builds set on wooded lots with significant grade.
The practical implication for landscape work: drainage, retaining structures, and steep-driveway access dominate the conversation. Lawn-only contracts are uncommon — most projects involve grading or stone work alongside whatever plantings the homeowner actually wanted.
Common questions — Landscaping in Montgomery
- Water keeps showing up in my basement after storms — can a landscaper fix that?
- Often yes, before you call a foundation contractor. Most Montgomery basement water comes from surface runoff finding the foundation. Regrading, swales, gutter extensions, and a French drain at the foundation perimeter solve a large share of cases for a fraction of waterproofing cost.
- Do I need a retaining wall, or will a properly graded slope hold?
- Up to roughly 3:1 (horizontal:vertical), a well-vegetated slope holds. Steeper than that, you're looking at terracing or a wall. Most Montgomery landscape contractors will model the slope and tell you honestly which approach is right.
- What's involved in clearing trees along my Westfield River frontage?
- Riverfront Area review through the Conservation Commission, almost always. Some selective limbing for views may be approvable; commercial-scale clearing is not. The Westfield River's Wild & Scenic status adds federal-level visibility to anything substantial.
- How much does a fieldstone retaining wall actually run per foot?
- Dry-stacked using on-site stone: $80–$140 per linear foot. Mortared natural stone over a poured footing: $200–$400+ per linear foot. Engineered segmental block is in between and often the most cost-effective for walls over 4 feet.
- When should I plan tree work — winter or growing season?
- Late winter when the ground is frozen is ideal for heavy equipment access without rutting. Late summer through early fall is the second-best window. Mud season (March–April) is the worst — you'll pay extra for ground protection or just damage your yard.