Top 3 Roofing Contractors in Oakland

Compare the highest-rated roofing professionals in Oakland, Maryland. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Deep Creek Roofing & Exteriors

4.8
(127 reviews)
Verified

A full-service roofing contractor specializing in both residential and commercial projects throughout Garrett County. Known for expertise in handling severe weather damage common to the Appalachian region, including heavy snow loads and high winds. Offers comprehensive roof inspections, emergency repairs, and complete replacements using high-quality materials.

8423 Garrett Highway, Oakland, MD 21550

Specialties & Features

Storm Damage Restoration
Insurance Claim Assistance
Snow Load Damage Repair
Emergency Tarping
Asphalt Shingles

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
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#2

Appalachian Roofing Solutions

4.6
(94 reviews)
Verified

Local roofing experts with deep knowledge of Maryland building codes and weather challenges. Provides exceptional craftsmanship in roof installation, repair, and maintenance for homes and businesses. Particularly skilled in metal roofing systems ideal for the area's climate and offers robust warranty packages.

311 East Alder Street, Oakland, MD 21550

Specialties & Features

Metal Roofing Installation
Roof Maintenance Programs
Commercial Flat Roofs
Tile Roofing
24/7 Emergency Service

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
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#3

Oakland Roofing & Restoration

4.5
(78 reviews)
Verified

A family-owned roofing company serving Oakland and surrounding communities for over two decades. Specializes in storm damage assessment and insurance restoration work, helping homeowners navigate claims after severe weather events. Offers free inspections and focuses on durable roofing solutions built to withstand Maryland's seasonal extremes.

127 South Third Street, Oakland, MD 21550

Specialties & Features

Insurance Restoration
Residential Roof Replacement
Wind Damage Repair
Gutter Systems
Historical Home Roofing

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
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Why These Are the Top Roofing Contractors in Oakland

Oakland, MD, located in Garrett County, experiences a humid continental climate with significant snowfall (100+ inches annually), heavy rainfall, and occasional severe storms. The local roofing market demands expertise in weather-resistant installations, ice dam prevention, and robust structural support for snow loads. Reputable contractors must be familiar with Maryland's building codes and insurance requirements for weather-related damage. The market consists of approximately 25 active providers, with the most successful ones offering emergency services and storm damage expertise.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Oakland regulations and climate