30 Haynes Hill Rd, Brimfield, MA 01010
Roofing in Holland, Massachusetts
Compare contractors serving Holland, Hampden County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Holland.
Contractors serving Holland
- AJS Restoration & Construction IncServes Holland · 4.6 mi★★★★★5.0 rating
- Guaranteed Building MaintenanceServes Holland · 6.8 mi★★★★★4.9 rating
20 Ponton St, Sturbridge, MA 01566
- Saunders & Sons RoofingServes Holland · 7.5 mi★★★★★5.0 rating
394 Elm St, Southbridge, MA 01550
- The NorthFace Roofing Company - MAServes Holland · 7.8 mi★★★★★5.0 rating
823 Little Rest Rd, Brimfield, MA 01010
- Serves Holland · 8.5 mi
130 Palmer Rd, Monson, MA 01057
- Strums Construction Service, LLCServes Holland · 10.1 mi★★★★☆3.8 rating
95 Upper Hampden Rd, Monson, MA 01057
- KTM Slate RoofingServes Holland · 10.5 mi★★★★★4.9 rating
1002 High St, Palmer, MA 01069
- Windows On Wheels Inc.Serves Holland · 10.8 mi★★★★★4.9 rating
91 S Monson Rd, Hampden, MA 01036
- Doktor ConstructionServes Holland · 12.6 mi★★★★★5.0 rating
14 Center Rd, Dudley, MA 01571
- Jamison Home ConstructionServes Holland · 13.4 mi★★★★★4.9 rating
126 Muggett Hill Rd, Charlton, MA 01507
- Empire ConstructionServes Holland · 14.8 mi★★★★★5.0 rating
66 Flaxfield Rd, Dudley, MA 01571
- Serves Holland · 14.9 mi
621 Franklin St, Belchertown, MA 01007
- Thomas V. Gadbois and Sons RemodelingServes Holland · 15.6 mi★★★★★5.0 rating
130 Old Webster Rd, Oxford, MA 01540
- Campora Construction Co. Inc.Serves Holland · 15.6 mi★★★★★5.0 rating
43 Owens Way, Ludlow, MA 01056
- Central Mass Roof RestorationsServes Holland · 15.7 mi★★★★★5.0 rating
68 Dudley Rd, Oxford, MA 01540
- High Quality Construction LLCServes Holland · 16.3 mi★★★★★5.0 rating
156 Fair Oak Rd, Springfield, MA 01128
- RUELI BUILDERSServes Holland · 16.6 mi★★★★☆4.0 rating
120 Main St, Spencer, MA 01562
- GA Siding, Windows & RoofingServes Holland · 16.9 mi★★★☆☆3.3 rating
308 Main St, Oxford, MA 01540
- Home City RoofingServes Holland · 17.0 mi★★★★★4.6 rating
203 Nassau Dr, Springfield, MA 01129
- Serves Holland · 17.1 mi
1188 Parker St, Springfield, MA 01129
- Green Earth Roofing Solutions LLCServes Holland · 17.1 mi★★★★★5.0 rating
100 State St #110A, Ludlow, MA 01056
- 1st Choice RoofingServes Holland · 17.9 mi★★★★★5.0 rating
40 Westwind Dr, Webster, MA 01570
- Rizzuti ConstructionServes Holland · 17.9 mi★★★★★5.0 rating
893 Southbridge St, Auburn, MA 01501
- MMC Specialty Roofing Inc.Serves Holland · 18.1 mi★★★★★4.8 rating
176 Pinevale St, Indian Orchard, MA 01151
- Titus General ContractingServes Holland · 18.1 mi★★★★☆4.2 rating
13 Hill St, Auburn, MA 01501
- Kings of Pressure Power Washing & RestorationServes Holland · 18.1 mi★★★★★5.0 rating
30 Huntoon Memorial Hwy, Leicester, MA 01524
- D.P. Carney Construction, Inc.Serves Holland · 18.2 mi★★★☆☆3.3 rating
104 Cardinal St, Indian Orchard, MA 01151
- Vanguard RoofingServes Holland · 18.5 mi★★★★★5.0 rating
34 Front St, Springfield, MA 01151
- Serves Holland · 18.5 mi
34 Front St, Indian Orchard, MA 01151
- Rhinosidepro siding - windowsServes Holland · 18.6 mi★★★★★5.0 rating
40 Burncoat St, Leicester, MA 01524
- Precision Home ImprovementsServes Holland · 18.6 mi★★★★★5.0 rating
476 Fuller St, Ludlow, MA 01056
- East Coast Metal RoofingServes Holland · 19.1 mi★★★★★4.8 rating
254 Sutton Ave, Oxford, MA 01540
- City Enterprise IncServes Holland · 19.2 mi★★★★★5.0 rating
52-60 Berkshire Ave, Springfield, MA 01109
- Dan's ConstructionServes Holland · 19.8 mi★★★★★4.9 rating
715 West St, Ludlow, MA 01056
- Vanguard Mold Remediation, Inc.Serves Holland · 20.0 mi★★★★★5.0 rating
966 Bay St Suite A, Springfield, MA 01109
- Dubay Brothers RoofingServes Holland · 20.5 mi★★★★★5.0 rating
35 Edendale St, Springfield, MA 01104
- Moura Quality painting & ContractingServes Holland · 20.5 mi★★★★★5.0 rating
12 Barbara Ave, Auburn, MA 01501
- Quality RoofingServes Holland · 20.5 mi★★★★☆4.2 rating
31 Federal St, Belchertown, MA 01007
- Sun Roofing IncServes Holland · 20.7 mi★★★★☆4.3 rating
71 Walnut St, Springfield, MA 01105
- Pro Builders Home ImprovementServes Holland · 20.8 mi★★★★★4.8 rating
80 Cornell St, Springfield, MA 01109
- Serves Holland · 20.8 mi
31 Eastford Rd, Auburn, MA 01501
- Roofing Springfield MAServes Holland · 21.0 mi★★★★★5.0 rating
20 Pembroke Cir #2, Springfield, MA 01104
- Complete Roofing ServicesServes Holland · 21.0 mi★★★★★4.7 rating
10 Cuba Rd, Worcester, MA 01603
- Quality Home Exteriors IncServes Holland · 21.1 mi★★★★★4.9 rating
9 S Bridge Dr, Agawam, MA 01001
- Quality Contracting, Inc.Serves Holland · 21.6 mi★★★★★4.5 rating
211 Southbridge St, Auburn, MA 01501
- Tech Roofing Service, Inc.Serves Holland · 21.8 mi★★★★★5.0 rating
896 Sheridan St, Chicopee, MA 01020
- Yankee HomeServes Holland · 21.8 mi★★★★★4.8 rating
36 Justin Dr, Chicopee, MA 01022
- Altitude RoofingServes Holland · 21.8 mi★★★★★4.8 rating
241 Wildwood Ave, Worcester, MA 01603
- Synergy Waste ManagementServes Holland · 21.8 mi★★★☆☆3.0 rating
48 Sword St Suite 101-104, Auburn, MA 01501
- Home & Hearth Remodeling and Remodeling, Inc.Serves Holland · 22.2 mi★★★★☆4.2 rating
203 Circuit Ave #125, West Springfield, MA 01089
Roofing in Holland — what to know
Insurance & rebates
Inland snow load and ice dams drive Holland's roofing claims, not coastal wind. South Hampden winters drop heavy snow and the freeze-thaw season pushes meltwater under shingles at the eaves of older homes and broad-eave Capes — the leading cause of leaks and insurance claims locally. Document any storm or ice-dam damage with dated photos and a roofer's written assessment before filing; carriers commonly decline to renew on roofs past about 20 years, and seasonal cottages that go uninspected get caught by this often.
Holland is served by National Grid, an investor-owned utility, so Mass Save applies. Mass Save never pays for a roof, but attic insulation and air-sealing are typically subsidized at 75% or more after a free Home Energy Assessment. In Holland's mix of winterized cottages and older Capes that work delivers strong heating savings and is the most effective long-term defense against ice dams.
Permits in Holland
Holland requires a building permit for roof replacement through the town Building Department, and Massachusetts code requires an ice-and-water shield at the eaves and in valleys — important given inland snow load. Properties along Hamilton Reservoir and its tributaries may trigger Conservation Commission review under the Wetlands Protection Act for any associated structural work. Most asphalt jobs are full tear-offs to deck so the roofer can verify sheathing, especially important on retrofitted cottages where past additions may have hidden water damage. Permits typically turn around within a few business days.
Typical project cost
Roofing in Holland runs at the lower end of the Massachusetts price band, below Boston metro and in line with the rest of south Hampden and Worcester County. A full asphalt tear-off typically runs $7,500–$20,000 depending on size, pitch, and access; a flat or low-slope EPDM rubber section runs about $6,000–$14,000. Standing-seam metal runs roughly $18,000–$40,000. Lakeside cottages with complex retrofitted roof geometry and any job needing deck repair land toward the high end of the asphalt range.
About Holland homes
Holland is a small Hampden County town of about 2,590 people and roughly 1,550 housing units near the Connecticut border, with Hamilton Reservoir at the center and Brimfield and Sturbridge as nearby neighbors. The housing-to-population ratio tells the local story: a significant share of the homes are lakeside seasonal cottages winterized over the decades. The median home age is around 48 years.
That lakeside-and-rural mix shapes the roofing work. Winterized cottages around Hamilton Reservoir often carry complex retrofitted roof geometry — additions, dormers, low-slope porches — and the flashing details at those transitions are where leaks usually start. The rest of the stock runs to 1970s-1990s Colonials and Capes on wooded lots with straightforward gable roofs, plus a smaller layer of older village homes. Direct sun off the reservoir accelerates shingle wear on south-facing lakeside planes.
Common questions — Roofing in Holland
- My winterized cottage on Hamilton Reservoir keeps leaking at the additions — what's the fix?
- The flashing transitions between the original cottage roof and the additions are the usual culprits. At re-roof insist on full re-flashing at every plane change and ice-and-water shield carried up the wall under the siding, not just at the eaves.
- Does Mass Save help with roofing in Holland?
- No — Mass Save never funds roofing. Holland is National Grid territory, though, so attic insulation and air-sealing are typically subsidized at 75% or more after a free assessment, and that's the best long-term defense against ice-dam leaks.
- Do I need a permit to replace my roof in Holland?
- Yes. The Holland Building Department requires a permit, and state code requires ice-and-water shield at the eaves and valleys given inland snow load. Properties near the reservoir may need Conservation Commission sign-off for associated structural work.
- I only use the cottage in summer — what's the inspection cadence?
- Plan an annual roof check after the late-winter thaw and another after any major storm. Most catastrophic cottage roof losses in Holland start as small ice-dam leaks that go undetected for months and rot sheathing before anyone notices.
- How long does asphalt actually last on a lake-facing roof in Holland?
- South-facing planes off the reservoir wear faster from sun exposure — figure 18 to 24 years for architectural shingles, less than the marketing wrapper. North-facing planes typically reach the high end of the range. Inspect both annually.
