25 Judith Dr, Dalton, MA 01226
Roofing in Middlefield, Massachusetts
Compare contractors serving Middlefield, Hampshire County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Middlefield.
Contractors serving Middlefield
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 Middlefield · 9.5 mi★★★★★5.0 Google rating
- Berkshire General Contracting, LLCServes Middlefield · 10.3 mi★★★★★5.0 Google rating
200 North St, Dalton, MA 01226
- Assis Home ImprovementServes Middlefield · 12.4 mi★★★★★5.0 Google rating
28 Lana Ave, Lee, MA 01238
- AWC Construction LLCServes Middlefield · 13.2 mi★★★★★5.0 Google rating
108 Summer St, Pittsfield, MA 01201
- JAF ContractingServes Middlefield · 13.5 mi★★★★★5.0 Google rating
346 Wahconah St, Pittsfield, MA 01201
- PHE Attic Insulation & Roofing Services Co, MAServes Middlefield · 16.7 mi★★★★★5.0 Google rating
44 Montgomery Rd, Southampton, MA 01073
- Stone Mountain Roofing LLCServes Middlefield · 19.2 mi★★★★★5.0 Google rating
156 Northampton St, Easthampton, MA 01027
- GL FOUR STAR HOME IMPROVEMENT INCServes Middlefield · 20.1 mi★★★★★5.0 Google rating
80 Damon Rd # 1, Northampton, MA 01060
- Hometown Metal RoofingServes Middlefield · 20.9 mi★★★★★5.0 Google rating
627 Southampton Rd, Westfield, MA 01085
- NextGen RoofingServes Middlefield · 21.0 mi★★★★★5.0 Google rating
549 Southampton Rd, Westfield, MA 01085
- J Kuhn CopperServes Middlefield · 22.4 mi★★★★★5.0 Google rating
61 N Egremont Rd, Great Barrington, MA 01230
- A-Z Exteriors, INCServes Middlefield · 22.7 mi★★★★★5.0 Google rating
258 Hillside Rd, Southwick, MA 01077
- 3D Home ImprovementsServes Middlefield · 23.1 mi★★★★★5.0 Google rating
74 Old Holyoke Rd, Westfield, MA 01085
- Major Home Improvements LLC - RoofingServes Middlefield · 23.1 mi★★★★★5.0 Google rating
22 Verona St, Westfield, MA 01085
- Patrick Kelly Roofing & SidingServes Middlefield · 24.5 mi★★★★★5.0 Google rating
12 Old Feeding Hills Rd, Westfield, MA 01085
- SFB Construction LLCServes Middlefield · 25.7 mi★★★★★5.0 Google rating
165 Cold Spring Rd, Williamstown, MA 01267
- Peak Performance Roofing LLCServes Middlefield · 19.9 mi★★★★★4.9 Google rating
1 Lovefield St, Easthampton, MA 01027
- JP Carroll RoofingServes Middlefield · 20.5 mi★★★★★4.9 Google rating
20a Turnpike Industrial Rd, Westfield, MA 01085
- R & T Roofing and RemodelingServes Middlefield · 11.8 mi★★★★★4.8 Google rating
30 Putnam Ave, Pittsfield, MA 01201
- F&J Construction servicesServes Middlefield · 12.0 mi★★★★★4.8 Google rating
63 Edward Ave, Pittsfield, MA 01201
- Berkshire Roofing Co LLCServes Middlefield · 17.3 mi★★★★★4.8 Google rating
2 Castle Hill Rd, Stockbridge, MA 01262
- Sexton Roofing & SidingServes Middlefield · 19.9 mi★★★★★4.8 Google rating
6 Church Ave, West Hatfield, MA 01088
- Dicky Matos Roofing IncServes Middlefield · 24.3 mi★★★★★4.8 Google rating
23 Hadley Mill Rd, Holyoke, MA 01040
- Alliance Home Improvement IncServes Middlefield · 24.6 mi★★★★★4.8 Google rating
375 Chicopee St, Chicopee, MA 01013
- Fortini Construction and Remodeling INCServes Middlefield · 24.5 mi★★★★★4.7 Google rating
138 Feeding Hills Rd, Westfield, MA 01085
- Morrison's Home ImprovementServes Middlefield · 13.0 mi★★★★★4.5 Google rating
25 Pittsfield Road Rt. 7 & 20, 25 Veterans Memorial Hwy, Lenox, MA 01240
- Fairview RoofingServes Middlefield · 13.0 mi★★★★☆4.3 Google rating
280 Fairview St, Lee, MA 01238
- Keith G. Roy Construction, Inc.Serves Middlefield · 23.2 mi★★★★☆4.3 Google rating
54 Mainline Dr, Westfield, MA 01085
- Serves Middlefield · 14.5 mi
169 Gale Ave, Pittsfield, MA 01201
- Serves Middlefield · 20.4 mi
70 State Rd, Great Barrington, MA 01230
Roofing in Middlefield — what to know
Insurance & rebates
Severe western Hampshire hilltown snow load and ice damming are the defining Middlefield roofing risks, not coastal wind. The elevation along Skyline Trail builds deep snowpack and the freeze-thaw cycle is long. Ice dams on broad eaves and porch roofs are the leading local insurance claim trigger. Document storm or ice damage with dated photos before filing; carriers tighten aggressively on asphalt roofs past about 18-20 years here, and non-renewal on aged roofs is a real factor.
Middlefield is in Eversource territory, an investor-owned utility, so Mass Save applies. Mass Save never funds roofs, but attic insulation and air-sealing are typically subsidized at 75% or more after a free Home Energy Assessment. In Middlefield's 1970s-80s stock and older village homes, that work both lowers among-the-highest-in-the-state heating costs and is the most effective long-term ice-dam defense available — a re-roof is the right moment to address it with the deck open.
Permits in Middlefield
Middlefield requires a building permit for any roof replacement through the town Building Department. Massachusetts code requires an ice-and-water shield at the eaves and in valleys, and most Middlefield roofers run substantially extended coverage given the snow climate. State code permits only one shingle overlay, so tear-off to the deck is standard. Snow-load structural provisions apply strictly. Work near the Middle Branch of the Westfield River, Glendale Falls, or wetland-adjacent parcels may need Conservation Commission review under the Wetlands Protection Act.
Where a permit is required, roofing work in Middlefield is filed with the Middlefield Building Department; see the Middlefield Building Department’s contact, portal and who pulls the permit on permits.llc.
Typical project cost
Middlefield roofing prices sit at the lower end of the Massachusetts band, in line with neighboring Peru, Worthington, and Becket. A standard asphalt tear-off on a year-round home typically runs $7,000–$16,000 depending on size, pitch, and access. Standing-seam metal runs roughly $17,000–$36,000 and fits Middlefield's severe snow climate well. Flat or low-slope EPDM on porches and additions runs $6,000–$13,000. Travel time from Northampton or Pittsfield contractor bases and deck repair from past ice-dam leaks are the main cost drivers.
About Middlefield homes
Middlefield is a small Hampshire County hilltown of about 319 residents and 220 housing units in the western hills along Skyline Trail, with a primarily year-round community profile. Median home age is around 44 years, with the stock weighted toward 1970s and 1980s single-family construction on the back roads, an older village core near the Town Hall, and some camps and homesteads in the wooded hills near Glendale Falls and the Middle Branch of the Westfield River.
The roofing work here looks like the rest of the high western hilltowns. Tear-offs on the 1970s-80s stock routinely uncover undersized soffit and ridge ventilation, original asphalt long past its life, and ice-dam history at the eaves and at additions. Older farmhouses are steep-pitched with broad eaves and porch geometry that needs thoughtful flashing work to handle the freeze-thaw cycle.
Common questions — Roofing in Middlefield
- Does Middlefield's elevation actually change how a roof should be built?
- Yes. Snow load and freeze-thaw exposure both run higher than in lowland Hampshire towns. Most local roofers spec extended ice-and-water coverage well beyond the 24-inch minimum, and standing-seam metal is a more common choice than down in the valley.
- Does Mass Save help with a Middlefield roof?
- Not directly — Mass Save never funds roofing. Middlefield is Eversource territory, so attic insulation and air-sealing typically get subsidized at 75% or more after a free assessment. That's the most effective long-term ice-dam defense in this climate.
- Do I need a permit to replace my roof in Middlefield?
- Yes. The Middlefield Building Department requires a permit, and state code requires ice-and-water shield at the eaves and valleys. Properties near the Middle Branch of the Westfield River, Glendale Falls, or wetlands may also need Conservation Commission sign-off.
- Is standing-seam metal worth the cost in Middlefield?
- On steep roofs with chronic ice-dam history, frequently yes — it sheds heavy hilltown snow cleanly and lasts 50-plus years. Budget roughly $17,000–$36,000 against $7,000–$16,000 for asphalt; the math usually comes down to ownership horizon.
- How far ahead should I book a Middlefield roofer?
- Most Middlefield work comes from contractor bases in Northampton, Pittsfield, or the hilltowns themselves. Travel time across the hill roads adds up — spring or early fall bookings get the cleanest schedule and a finish before winter weather sets in.
