28 Lana Ave, Lee, MA 01238
Siding in Monterey, Massachusetts
Compare contractors serving Monterey, Berkshire County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Monterey.
Contractors serving Monterey
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
- Assis Home ImprovementServes Monterey · 7.3 mi★★★★★5.0 Google rating
- AWC Construction LLCServes Monterey · 18.4 mi★★★★★5.0 Google rating
108 Summer St, Pittsfield, MA 01201
- Gutters & Siding, LLCServes Monterey · 18.6 mi★★★★★5.0 Google rating
30 Spring St, Pittsfield, MA 01201
- JAF ContractingServes Monterey · 19.5 mi★★★★★5.0 Google rating
346 Wahconah St, Pittsfield, MA 01201
- A-Z Exteriors, INCServes Monterey · 23.6 mi★★★★★5.0 Google rating
258 Hillside Rd, Southwick, MA 01077
- Hometown Metal RoofingServes Monterey · 25.6 mi★★★★★5.0 Google rating
627 Southampton Rd, Westfield, MA 01085
- NextGen RoofingServes Monterey · 25.6 mi★★★★★5.0 Google rating
549 Southampton Rd, Westfield, MA 01085
- Major Home Improvements LLC - RoofingServes Monterey · 25.9 mi★★★★★5.0 Google rating
22 Verona St, Westfield, MA 01085
- Patrick Kelly Roofing & SidingServes Monterey · 27.0 mi★★★★★5.0 Google rating
12 Old Feeding Hills Rd, Westfield, MA 01085
- 3D Home ImprovementsServes Monterey · 27.4 mi★★★★★5.0 Google rating
74 Old Holyoke Rd, Westfield, MA 01085
- Guiel ConstructionServes Monterey · 27.6 mi★★★★★5.0 Google rating
63 Chesterfield Rd, Williamsburg, MA 01096
- A.R.K. BuildersServes Monterey · 28.1 mi★★★★★5.0 Google rating
32 Marlene Dr, Feeding Hills, MA 01030
- Stone Mountain Roofing LLCServes Monterey · 29.2 mi★★★★★5.0 Google rating
156 Northampton St, Easthampton, MA 01027
- JP Carroll RoofingServes Monterey · 24.6 mi★★★★★4.9 Google rating
20a Turnpike Industrial Rd, Westfield, MA 01085
- Nova Home ImprovementsServes Monterey · 30.2 mi★★★★★4.9 Google rating
764 Springfield St, Feeding Hills, MA 01030
- Modern Home ImprovementServes Monterey · 30.7 mi★★★★★4.9 Google rating
11 Herbert P Almgren Dr, Agawam, MA 01001
- C&S Wood DesignServes Monterey · 7.5 mi★★★★★4.8 Google rating
59 Division St, Great Barrington, MA 01230
- Berkshire Roofing Co LLCServes Monterey · 9.0 mi★★★★★4.8 Google rating
2 Castle Hill Rd, Stockbridge, MA 01262
- F&J Construction servicesServes Monterey · 17.6 mi★★★★★4.8 Google rating
63 Edward Ave, Pittsfield, MA 01201
- R & T Roofing and RemodelingServes Monterey · 17.6 mi★★★★★4.8 Google rating
30 Putnam Ave, Pittsfield, MA 01201
- Alliance Home Improvement IncServes Monterey · 30.8 mi★★★★★4.8 Google rating
375 Chicopee St, Chicopee, MA 01013
- Larkin LTD Enterprises LLCServes Monterey · 7.3 mi★★★★★4.7 Google rating
974 S Main St, Great Barrington, MA 01230
- Berkshire Home Pros, IncServes Monterey · 20.1 mi★★★★★4.7 Google rating
90 Flansburg Ave, Dalton, MA 01226
- Fortini Construction and Remodeling INCServes Monterey · 27.2 mi★★★★★4.7 Google rating
138 Feeding Hills Rd, Westfield, MA 01085
- Morrison's Home ImprovementServes Monterey · 13.3 mi★★★★★4.5 Google rating
25 Pittsfield Road Rt. 7 & 20, 25 Veterans Memorial Hwy, Lenox, MA 01240
- Fairview RoofingServes Monterey · 7.6 mi★★★★☆4.3 Google rating
280 Fairview St, Lee, MA 01238
- Keith G. Roy Construction, Inc.Serves Monterey · 25.8 mi★★★★☆4.3 Google rating
54 Mainline Dr, Westfield, MA 01085
- Serves Monterey · 10.3 mi
13 Interlaken Rd, Stockbridge, MA 01262
- Serves Monterey · 18.0 mi
169 Gale Ave, Pittsfield, MA 01201
- Serves Monterey · 25.8 mi
109 Bungalow St, Southwick, MA 01077
Siding in Monterey — what to know
Energy & rebates
Monterey is served by National Grid, so homeowners are fully Mass Save eligible. The cladding itself isn't rebated, but a re-side is the cheapest window to insulate cavities, air-seal, and on the lake cottages converted to year-round use, finally get a wall assembly that suits the occupancy.
Mass Save typically covers weatherization at 75% or more after a free Home Energy Assessment, and the 0% HEAT Loan can finance qualifying envelope work. The 1960s–80s Lake Garfield cottages were built for July, not January, and the rebated envelope work behind new siding usually does more for winter comfort and bills than the cladding choice itself.
Permits in Monterey
Monterey requires a building permit for residential re-siding through the town Building Department. Lake Garfield, Lake Buel (partial), Brewer Branch, and adjacent wetlands put a substantial share of parcels inside Wetlands Protection Act buffer zones, and Conservation Commission review is common for shoreline projects. With a 52-year median build, lead RRP applies to a meaningful share of stock, and asbestos-cement shingle still turns up on mid-century cottages and ranches and requires MassDEP-licensed abatement when confirmed.
Where a permit is required, siding work in Monterey is filed with the Monterey Building Department; see the Monterey Building Department’s contact, portal and who pulls the permit on permits.llc.
Typical project cost
Re-siding a typical Monterey single-family runs roughly $11,000–$23,000 for vinyl, $13,500–$27,000 for insulated vinyl, and $17,500–$38,000 for fiber-cement. Cedar on the higher-end second-home stock generally lands $22,000–$58,000 for a full wrap. Berkshire labor rates run below eastern Massachusetts, but Monterey's strong second-home market pulls some quotes upward. Monterey-specific drivers are lakefront staging on tight roads, second-home spec on visible elevations, and conservation-permit timing.
About Monterey homes
Monterey is a southern Berkshire town of about 983 year-round residents but roughly 923 housing units — and notably, the unit count would be far higher if seasonal cottages on private land were fully separated out. Lake Garfield is the geographic and social center; Beartown State Forest covers much of the town's higher land.
The median home is around 52 years old, with a stock dominated by 1960s–80s lake cottages around Lake Garfield, older farmhouses along the original Tyringham Road and New Marlborough Road, and a steady stream of weekenders' renovations and back-road custom builds. Many cottages have been converted from seasonal to year-round occupancy with envelope assemblies that lag behind the use.
Common questions — Siding in Monterey
- Does Mass Save cover insulation behind new siding in Monterey?
- Yes. Monterey is National Grid territory, so homeowners qualify for the full Mass Save program. The siding isn't rebated, but cavity insulation and air-sealing behind it are typically subsidized at 75%+ after a free Home Energy Assessment.
- My Lake Garfield cottage was built for summer. Should I re-insulate during the re-side?
- Almost always yes. Dense-pack cellulose, rim-joist sealing, and a real air barrier with the cladding off are subsidized by Mass Save and cost a fraction of doing them later from inside.
- Will a Lake Garfield project need Conservation review?
- Often yes. Many shoreline parcels sit inside Wetlands Protection Act buffer zones, and exterior work involving staging or grading near the lake can trigger Conservation Commission review.
- Is asbestos siding common on Monterey cottages?
- On mid-century cottages and ranches, yes — asbestos-cement shingle was widely used through the 1960s. A licensed inspector should sample any suspect material before demo.
- Do I need a permit to re-side in Monterey?
- Yes. The Monterey Building Department requires a permit, and a reputable contractor handles the paperwork and inspections.
