25 Judith Dr, Dalton, MA 01226
Roofing in Cummington, Massachusetts
Compare contractors serving Cummington, Hampshire County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Cummington.
Contractors serving Cummington
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
- Ryan Williams RoofingServes Cummington · 11.8 mi★★★★★5.0 Google rating
- Berkshire General Contracting, LLCServes Cummington · 12.2 mi★★★★★5.0 Google rating
200 North St, Dalton, MA 01226
- JAF ContractingServes Cummington · 17.0 mi★★★★★5.0 Google rating
346 Wahconah St, Pittsfield, MA 01201
- GL FOUR STAR HOME IMPROVEMENT INCServes Cummington · 17.0 mi★★★★★5.0 Google rating
80 Damon Rd # 1, Northampton, MA 01060
- AWC Construction LLCServes Cummington · 17.2 mi★★★★★5.0 Google rating
108 Summer St, Pittsfield, MA 01201
- Stone Mountain Roofing LLCServes Cummington · 18.0 mi★★★★★5.0 Google rating
156 Northampton St, Easthampton, MA 01027
- Hawkins RoofingServes Cummington · 18.7 mi★★★★★5.0 Google rating
89 Crescent St, Greenfield, MA 01301
- PHE Attic Insulation & Roofing Services Co, MAServes Cummington · 19.2 mi★★★★★5.0 Google rating
44 Montgomery Rd, Southampton, MA 01073
- Integrity Development & ConstructionServes Cummington · 20.5 mi★★★★★5.0 Google rating
110 Pulpit Hill Rd, Amherst, MA 01002
- Assis Home ImprovementServes Cummington · 20.5 mi★★★★★5.0 Google rating
28 Lana Ave, Lee, MA 01238
- SFB Construction LLCServes Cummington · 22.8 mi★★★★★5.0 Google rating
165 Cold Spring Rd, Williamstown, MA 01267
- Hometown Metal RoofingServes Cummington · 23.2 mi★★★★★5.0 Google rating
627 Southampton Rd, Westfield, MA 01085
- NextGen RoofingServes Cummington · 23.4 mi★★★★★5.0 Google rating
549 Southampton Rd, Westfield, MA 01085
- 3D Home ImprovementsServes Cummington · 25.2 mi★★★★★5.0 Google rating
74 Old Holyoke Rd, Westfield, MA 01085
- Major Home Improvements LLC - RoofingServes Cummington · 26.1 mi★★★★★5.0 Google rating
22 Verona St, Westfield, MA 01085
- A-Z Exteriors, INCServes Cummington · 26.7 mi★★★★★5.0 Google rating
258 Hillside Rd, Southwick, MA 01077
- Peak Performance Roofing LLCServes Cummington · 18.6 mi★★★★★4.9 Google rating
1 Lovefield St, Easthampton, MA 01027
- Lively Builders IncServes Cummington · 20.7 mi★★★★★4.9 Google rating
11 Hillside Rd, Montague, MA 01351
- JP Carroll RoofingServes Cummington · 23.3 mi★★★★★4.9 Google rating
20a Turnpike Industrial Rd, Westfield, MA 01085
- Sexton Roofing & SidingServes Cummington · 15.9 mi★★★★★4.8 Google rating
6 Church Ave, West Hatfield, MA 01088
- R & T Roofing and RemodelingServes Cummington · 16.1 mi★★★★★4.8 Google rating
30 Putnam Ave, Pittsfield, MA 01201
- F&J Construction servicesServes Cummington · 16.4 mi★★★★★4.8 Google rating
63 Edward Ave, Pittsfield, MA 01201
- Dicky Matos Roofing IncServes Cummington · 24.0 mi★★★★★4.8 Google rating
23 Hadley Mill Rd, Holyoke, MA 01040
- Berkshire Roofing Co LLCServes Cummington · 25.1 mi★★★★★4.8 Google rating
2 Castle Hill Rd, Stockbridge, MA 01262
- Alliance Home Improvement IncServes Cummington · 25.3 mi★★★★★4.8 Google rating
375 Chicopee St, Chicopee, MA 01013
- Yankee HomeServes Cummington · 26.6 mi★★★★★4.8 Google rating
36 Justin Dr, Chicopee, MA 01022
- Morrison's Home ImprovementServes Cummington · 19.4 mi★★★★★4.5 Google rating
25 Pittsfield Road Rt. 7 & 20, 25 Veterans Memorial Hwy, Lenox, MA 01240
- Fairview RoofingServes Cummington · 21.0 mi★★★★☆4.3 Google rating
280 Fairview St, Lee, MA 01238
- Keith G. Roy Construction, Inc.Serves Cummington · 26.2 mi★★★★☆4.3 Google rating
54 Mainline Dr, Westfield, MA 01085
- Serves Cummington · 19.0 mi
169 Gale Ave, Pittsfield, MA 01201
Roofing in Cummington — what to know
Insurance & rebates
The defining roofing risk in Cummington is hilltown snow load and ice-dam exposure, not coastal wind. Elevation along Route 9 builds deep snowpack and a long freeze-thaw cycle, and ice dams on broad farmhouse eaves and porch roofs are the leading cause of interior water damage and insurance claims. Most carriers tighten on roofs past about 18-20 years, and on Hampshire hilltown properties an old roof is one of the more common non-renewal triggers — document storm or ice-dam damage with dated photos before filing.
Cummington is served by Eversource, an investor-owned utility, so Mass Save applies. Mass Save never pays for the roof itself, but attic insulation and air-sealing are typically subsidized at 75% or more after a free Home Energy Assessment, and in 1800s farmhouses with original or near-original insulation that work is often the single biggest thing you can do to stop the ice dams that wreck roofs here.
Permits in Cummington
Cummington requires a building permit for roof replacement through the town Building Department at the Community House. Massachusetts code requires an ice-and-water shield membrane at the eaves and in valleys — not optional given the hilltown snow load — and most local roofers extend coverage well beyond the 24-inch minimum on the broad eaves common on farmhouses. Tear-off to the deck is the norm because layer counts on older homes routinely exceed what code allows. Work near the Westfield River or wetland-adjacent parcels may need Conservation Commission review under the Wetlands Protection Act.
Where a permit is required, roofing work in Cummington is filed with the Cummington Building Department; see the Cummington Building Department’s contact, portal and who pulls the permit on permits.llc.
Typical project cost
Roofing in Cummington runs at the lower end of the Massachusetts price band, in line with the other Hampshire and Berkshire hilltowns and well below Boston metro. A standard asphalt tear-off on a hilltown farmhouse or cape typically runs $7,000–$18,000 depending on size, pitch, and how much sheathing needs replacement after a tear-off. Standing-seam metal runs roughly $17,000–$36,000 and is a strong fit for Cummington's snow climate. Flat or low-slope EPDM sections on additions run about $6,000–$13,000. Deck repair on plank sheathing is the most common cost surprise on older farmhouses.
About Cummington homes
Cummington is a Hampshire County hilltown of about 975 residents and 514 housing units along Route 9 and the Westfield River valley. The median home age is roughly 75 years — older than most of the hilltowns around it — and the stock leans heavily on 1800s farmhouses, Greek Revival village homes near the Village Common, and the William Cullen Bryant Homestead estate landscape, mixed with a smaller layer of mid-century capes and contemporaries on the hill roads.
That age profile drives what roofers actually find on Cummington jobs. Tear-offs frequently expose multiple shingle layers on top of original plank sheathing rather than modern plywood, and old chimney flashing and valley details near additions are where leaks have usually been quietly running. Steep farmhouse pitches are common, which helps with snow shedding but adds labor and staging cost on any re-roof.
Common questions — Roofing in Cummington
- My Cummington farmhouse has multiple old shingle layers — does that change the job?
- Yes. State code allows only one overlay, so a third or fourth layer means a mandatory full tear-off. Older farmhouses also often have plank sheathing instead of plywood, which holds shingles fine but sometimes needs partial deck replacement once exposed.
- Does Mass Save help with my roof in Cummington?
- Not directly — Mass Save never funds roofing. Cummington is Eversource territory, though, so attic insulation and air-sealing typically get subsidized at 75% or more. In an older Cummington farmhouse that work is often the most cost-effective ice-dam prevention you can do.
- Do I need a permit to replace my roof in Cummington?
- Yes. The Cummington Building Department requires a permit for any roof replacement, and state code requires ice-and-water shield at the eaves and valleys. Properties near the Westfield River or wetlands may also need Conservation Commission sign-off.
- Is standing-seam metal worth it on a Cummington farmhouse?
- On steep farmhouse roofs with chronic ice-dam history, often yes. It sheds heavy snow cleanly and lasts 50-plus years. Budget roughly $17,000–$36,000 versus $7,000–$18,000 for asphalt — the math depends on how long you plan to own the house.
- How long should I expect to wait for a Cummington roofer?
- The hilltown contractor pool is smaller than the Connecticut River valley, and travel times are longer. Booking non-emergency work in spring or early fall usually gets the cleanest schedule and a finish before winter weather sets in.
