The Best Roofing Contractors in Oakland, MD

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
#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
#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

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

Frequently Asked Questions About Roofing in Oakland

Get answers to common questions about roofing services in Oakland, Maryland.

1How does Oakland's climate affect my roofing material choices and maintenance needs?

Oakland experiences all four seasons, including heavy snowfall in winter and high humidity in summer. This makes impact-resistant, durable materials like architectural asphalt shingles or metal roofing ideal, as they withstand freeze-thaw cycles and shed snow efficiently. Regular maintenance for checking ice dam formation in winter and ensuring attic ventilation in summer is crucial to prevent moisture damage common in our region.

2What is the typical cost range for a roof replacement on a single-family home in Oakland, MD?

For a standard 2,000 sq. ft. home, a full asphalt shingle roof replacement in Oakland typically ranges from $8,500 to $15,000, with final costs depending on material quality, roof complexity, and existing decking condition. Prices can be higher for premium materials like metal or slate, which are well-suited for our climate. Always get 2-3 detailed, written estimates from local, licensed contractors for accurate comparisons.

3When is the best time of year to schedule roofing work in Garrett County?

The optimal scheduling windows are late spring (May-June) and early fall (September-October). These periods typically offer stable, dry weather, which is critical for proper installation and material adhesion. It's advisable to book well in advance, as contractors' schedules fill quickly before winter, and you want to avoid projects during Oakland's unpredictable late fall weather or deep winter when ice and snow create safety and installation challenges.

4What should I look for when choosing a roofing contractor in Oakland?

Prioritize contractors who are licensed, insured, and have a proven physical presence in Garrett County, as they understand local building codes and weather challenges. Check for strong references from nearby homeowners and review examples of their work on local projects. Be wary of out-of-town storm chasers who may not provide reliable follow-up service or understand specific requirements like Oakland's snow load calculations.

5Are there specific local permits or regulations I need to be aware of for a roofing project in Oakland?

Yes, most roofing projects in Oakland require a building permit from the Garrett County Building Permits & Inspections Department. Regulations address critical factors like proper snow load capacity (minimum 30 psf for ground snow load in our area) and wind uplift resistance. A reputable local roofer will handle this permitting process, ensuring your new roof meets all Maryland and county codes for safety and durability.