108 Summer St, Pittsfield, MA 01201
Windows & Doors in Cheshire, Massachusetts
Compare contractors serving Cheshire, Berkshire County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Cheshire.
Contractors serving Cheshire
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
- AWC Construction LLCServes Cheshire · 9.4 mi★★★★★5.0 Google rating
- SFB Construction LLCServes Cheshire · 10.7 mi★★★★★5.0 Google rating
165 Cold Spring Rd, Williamstown, MA 01267
- Burnham Custom Building and RemodelingServes Cheshire · 10.8 mi★★★★★5.0 Google rating
610 N Hoosac Rd, Williamstown, MA 01267
- DECA Euro Windows & DoorsServes Cheshire · 35.7 mi★★★★★5.0 Google rating
109 Apremont Way suite #2, Westfield, MA 01085
- Sunwood BuildersServes Cheshire · 35.9 mi★★★★★5.0 Google rating
84 Potwine Ln, Amherst, MA 01002
- A-Z Exteriors, INCServes Cheshire · 37.7 mi★★★★★5.0 Google rating
258 Hillside Rd, Southwick, MA 01077
- Major Home Improvements LLC - RoofingServes Cheshire · 37.8 mi★★★★★5.0 Google rating
22 Verona St, Westfield, MA 01085
- Apex Home Improvement, LLCServes Cheshire · 44.0 mi★★★★★5.0 Google rating
1009 Suffield St, Agawam, MA 01001
- Campora Construction Co. Inc.Serves Cheshire · 45.6 mi★★★★★5.0 Google rating
43 Owens Way, Ludlow, MA 01056
- Gadarowski Roofing & Construction IncServes Cheshire · 47.0 mi★★★★★5.0 Google rating
1000 Riceville Rd, Athol, MA 01331
- Sirois Home SolutionsServes Cheshire · 48.4 mi★★★★★5.0 Google rating
1 Sawmill Dr, Wilbraham, MA 01095
- Nova Home ImprovementsServes Cheshire · 42.2 mi★★★★★4.9 Google rating
764 Springfield St, Feeding Hills, MA 01030
- Quality Home Exteriors IncServes Cheshire · 44.0 mi★★★★★4.9 Google rating
9 S Bridge Dr, Agawam, MA 01001
- Quality Home Exteriors IncServes Cheshire · 44.0 mi★★★★★4.9 Google rating
9 S Bridge Dr, Agawam, MA 01001
- Windows On Wheels Inc.Serves Cheshire · 52.1 mi★★★★★4.9 Google rating
91 S Monson Rd, Hampden, MA 01036
- R & T Roofing and RemodelingServes Cheshire · 9.5 mi★★★★★4.8 Google rating
30 Putnam Ave, Pittsfield, MA 01201
- C&S Wood DesignServes Cheshire · 25.4 mi★★★★★4.8 Google rating
59 Division St, Great Barrington, MA 01230
- Sexton Roofing & SidingServes Cheshire · 29.5 mi★★★★★4.8 Google rating
6 Church Ave, West Hatfield, MA 01088
- Window Works, LLCServes Cheshire · 33.5 mi★★★★★4.8 Google rating
321 Russell St, Hadley, MA 01035
- Green CollarServes Cheshire · 37.1 mi★★★★★4.8 Google rating
3 Main St, South Hadley, MA 01075
- Alliance Home Improvement IncServes Cheshire · 38.2 mi★★★★★4.8 Google rating
375 Chicopee St, Chicopee, MA 01013
- Yankee HomeServes Cheshire · 39.9 mi★★★★★4.8 Google rating
36 Justin Dr, Chicopee, MA 01022
- WKB Carpentry Inc, Window SpecialistServes Cheshire · 43.5 mi★★★★★4.8 Google rating
91 Pinevale St, Springfield, MA 01151
- Chagnon Building & Remodeling, LLCServes Cheshire · 32.9 mi★★★★★4.6 Google rating
91 Stockbridge St, Hadley, MA 01035
- Thermo ExpertServes Cheshire · 7.5 mi★★★★★4.5 Google rating
1396 North St, Pittsfield, MA 01201
- Morrison's Home ImprovementServes Cheshire · 14.7 mi★★★★★4.5 Google rating
25 Pittsfield Road Rt. 7 & 20, 25 Veterans Memorial Hwy, Lenox, MA 01240
- Wright Builders, Inc.Serves Cheshire · 31.1 mi★★★★☆4.4 Google rating
48 Bates St, Northampton, MA 01060
- Cummings Remodeling & FlooringServes Cheshire · 43.2 mi★★★★☆4.4 Google rating
34 Front St, Indian Orchard, MA 01151
- Serves Cheshire · 29.1 mi
348 High St, Greenfield, MA 01301
- Serves Cheshire · 48.4 mi
70 Bourne St, Three Rivers, MA 01080
Windows & Doors in Cheshire — what to know
Permits in Cheshire
Cheshire's building department requires a permit when a window or door project changes the opening size, structural framing, or egress configuration. Like-for-like full-frame replacement in the existing rough opening generally doesn't need a permit but must still meet egress code — a real watch-item in converted lake cottages on Cheshire Reservoir with undersized bedroom openings. The Cheshire Conservation Commission has jurisdiction within 100 feet of the reservoir, the Hoosic River, and tributary wetlands. Pre-1978 homes — common in the village center — fall under federal lead-safe RRP rules, adding roughly $50–$150 per opening.
Where a permit is required, window & door installation work in Cheshire is filed with the Cheshire Building Department; see the Cheshire Building Department’s contact, portal and who pulls the permit on permits.llc.
Typical project cost
Cheshire sits in the Berkshires pricing band — generally below Boston metro for labor, with material delivery surcharges typical of the region. Standard vinyl full-frame replacements typically run $580–$1,050 per opening installed; mid-grade composite or wood-clad units run $1,300–$2,900 per opening. Entry-door replacement is typically $2,000–$4,500 installed; patio sliders on the reservoir cottages typically run $2,400–$5,200 installed. Long travel times for some installer crews and Berkshires material delivery surcharges are the recurring local cost drivers.
About Cheshire homes
Cheshire is a Berkshire County town of about 3,239 people across roughly 1,698 housing units, with a median construction year around 1964. The town sits in the Hoosac Valley between Mount Greylock and the Hoosac Range, north of Pittsfield and south of Adams, with a tight village center and Cheshire Reservoir occupying the south end.
That layout drives a mix of windows-and-doors work. Older 19th- and early-20th-century homes line the valley floor along Route 8 and the village; mid-century ranches sit on the upland slopes; and a meaningful share of lake-frontage cottages on the reservoir round out the inventory. Original aluminum and first-generation vinyl on the postwar stock are due for replacement, while reservoir cottages often combine the standard winterization work with patio-slider replacement.
Rebates & tax credits
Cheshire is in National Grid territory, so homeowners qualify for the full statewide Mass Save program. Mass Save doesn't rebate replacement windows directly, but it heavily subsidizes the air-sealing and insulation work around window and door openings — typically 75% or more after the free home energy assessment. On older village homes and lake cottages, the envelope subsidy is often the largest single incentive available.
The federal 25C Energy Efficient Home Improvement Credit ended for work placed in service after December 31, 2025, so 2026 window and door work does not qualify.
Common questions — Windows & Doors in Cheshire
- Can I get Mass Save rebates for windows in Cheshire?
- Mass Save doesn't rebate windows directly, but because Cheshire is in National Grid territory you qualify for its air-sealing and insulation subsidies around openings — typically 75% or more after the free home energy assessment.
- Does the federal window tax credit apply here?
- No. The federal 25C Energy Efficient Home Improvement Credit ended for work placed in service after December 31, 2025, so 2026 window and door work does not qualify.
- My place on Cheshire Reservoir is being converted to year-round. Do I need a permit?
- Often yes — adding insulation, changing wall assembly, or upsizing bedroom openings to current egress all trigger building permits. The window swap alone usually doesn't, but conversion work usually involves more than the swap.
- Do I need conservation approval near the reservoir?
- If your work is within 100 feet of Cheshire Reservoir or its wetlands, the Conservation Commission has jurisdiction. Like-for-like window replacement is usually a quick Request for Determination.
- Are lead-safe rules a concern here?
- On the older village-center stock, yes — most pre-1978 homes fall under federal RRP rules, adding roughly $50–$150 per opening. Postwar ranches outside the village generally don't trigger RRP.
