The 5 Best Roofing Companies in Prince Frederick (2026 Ranked & Reviewed)
Prince Frederick roofers compared
A quick side-by-side of the five companies in this guide. Ratings and licensing are reader-verifiable via each profile’s Google link below.
| Rank | Company | Rating | Best For | License | Warranty |
|---|---|---|---|---|---|
| 1 | JDH Remodeling Top Pick | 4.9★ · 1,400+ reviews | Full roof replacement & storm claims | MHIC #137491 | 50-yr OC Platinum |
| 2 | DreamHome Remodeling | 4.7★ · 715 Google reviews | Multi-trade exterior projects | MHIC Licensed | Manufacturer-backed |
| 3 | Simple Solutions Contracting | 5.0★ · 200+ verified 5-star reviews | Full roof replacement in Calvert County | MHIC Licensed | Manufacturer-backed |
| 4 | Southernwood Roofing & Siding | A+ BBB★ · Multiple Best of Southern MD nominations | Storm damage and high-volume shingle replacement | MHIC Licensed | Manufacturer-backed |
| 5 | Crossroads Contracting LLC | 5.0★ · 22 Google reviews | GAF-specific shingle installations under manufacturer warranty | MHIC Licensed | Manufacturer-backed |
How We Ranked the Best Roofers in Prince Frederick
Every roofer on this list met four objective criteria:
- Active Maryland Home Improvement Commission (MHIC) licensing. Verified through the MHIC public license search. Any contractor without a current MHIC license is automatically excluded.
- Minimum 4.5-star Google rating with at least 50 reviews. Review depth matters more than a perfect score from 10 reviews. We weighted review count alongside rating.
- Demonstrated local service history in Calvert County. Either a physical location in or near Prince Frederick, or a documented service area covering Prince Frederick as a primary market.
- Advanced manufacturer credentials where applicable. Owens Corning Platinum, GAF Master Elite, or CertainTeed 4-Star ShingleMaster status reflects extended training, warranty access, and accountability that standard licensing does not.
Independence note: JDH Remodeling produces this list. JDH ranks #1 because of verifiable credentials: Owens Corning Platinum (held by fewer than 1% of US roofers) and HAAG Master Roof Inspector. The other 4 contractors are evaluated against the same criteria, with the same level of detail.
5 best roofing companies in Prince Frederick
Ranked on rating volume, licensing, warranty strength, and local track record. Verify each company yourself with the Google link in every card.
JDH Remodeling is a MHIC-licensed (#137491), Owens Corning Platinum Preferred contractor serving Prince Frederick since 1986, with 1,460+ documented roof inspections on record. Prince Frederick homeowners choose JDH for transparent scoped pricing, a manufacturer-backed 50-year warranty, and a documented storm-claim process.
Strengths
- Owens Corning Platinum Preferred, top 1% of contractors
- 50-year manufacturer warranty in writing
- 4.9★ across 426 Google reviews, 1,498+ multi-platform
- Documented insurance & storm-claim support
- $8M liability coverage · MHIC #137491
Consider If
- Booked 1 to 2 weeks out in peak storm season
- Focused on full systems, not one-shingle patch jobs
DreamHome Remodeling is a Virginia-licensed contractor based in Springfield (regional peer roughly 80 miles from Prince Frederick), at Fullerton Road. The operator focuses on multi-trade exterior work spanning roofing, siding, and related residential services, has accumulated a 4.7-star rating across 715 Google reviews, and serves Calvert County as part of a broader regional service area.
Strengths
- Deep 715-review track record at a 4.7 rating, signaling years of consistent customer satisfaction
- Adjacent regional presence on Fullerton Road in the Franconia-Springfield corridor (regional peer roughly 80 miles from Prince Frederick)
- Multi-trade exterior brand spanning roofing, siding, and related residential work
Limitations
- Not based directly in Prince Frederick (main office in Springfield, VA)
- No published Owens Corning Platinum / HAAG Master credential visible on their public profile
Simple Solutions Contracting is headquartered right in Prince Frederick on German Chapel Road, giving Calvert County homeowners a locally-owned option with more than 50 years of combined roofing experience. Licensed in Maryland (MHIC #135192), bonded, and insured, they have accumulated 200+ verified five-star reviews from local homeowners for full roof replacements, storm damage repairs, and metal roofing work.
Strengths
- Physical headquarters inside Prince Frederick on German Chapel Road
- 50+ years of combined roofing experience
- 200+ verified 5-star customer reviews
- MHIC #135192 · MD-Licensed, bonded, and insured
Limitations
- Smaller crew than regional multi-trade contractors
- Public profile does not list an Owens Corning Platinum credential
Southernwood Roofing & Siding has served Calvert County residents including Prince Frederick since 2012, earning an A+ Better Business Bureau rating and multiple nominations as Southern Maryland’s best roofing contractor. Their scope covers full roof replacements, storm-damage claims, siding, and gutter work across the tri-county Southern Maryland region.
Strengths
- A+ rating with the Better Business Bureau
- Multiple Best-of-Southern-MD contractor nominations
- Full multi-trade exterior coverage across Calvert County including Prince Frederick
- Storm and insurance-claim experience
Limitations
- Home office is outside Prince Frederick, not walk-in local
- Public profile does not list an Owens Corning Platinum or HAAG Master credential
Crossroads Contracting LLC is a MHIC-licensed roofer (#162131) serving Prince Frederick and Calvert County, and holds GAF Master Elite Certification — a credential held by fewer than 3% of roofing contractors nationally. Smaller review volume (22 Google reviews) than larger regional firms, but a perfect 5-star rating and specialization in GAF Golden Pledge warranty work.
Strengths
- GAF Master Elite Certified (top 3% of GAF-approved installers)
- Perfect 5-star Google rating
- MHIC #162131 · MD-Licensed
- Access to GAF Golden Pledge extended manufacturer warranty
Limitations
- Small review sample (22 reviews) compared to larger established roofers
- GAF-specific: not Owens Corning Platinum
- Not walk-in local to Prince Frederick
Choosing a roofer in Prince Frederick
Get a free roof inspection from Prince Frederick’s #1-ranked roofer
No-pressure, no-obligation. A JDH inspector will assess your roof and provide a scoped, written estimate.
50-year OC Platinum warranty
4.9★ · 426 Google reviews