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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon15
    Verified asphalt driveway services reviews

Verified Reviews for Asphalt Driveway Service pros in Chestertown, MD

*The Angi rating for Asphalt Driveway Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Asphalt Driveway Service needs.

*The HomeAdvisor rating for Asphalt Driveway Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Asphalt Driveway Service needs.

Last update on February 04, 2026

Find Asphalt driveway pros in Chestertown

Avatar for Robert & Son Paving
Robert & Son Paving
4.8(
91
)
Asphalt Paving - InstallAsphalt SealingAsphalt Paving - Install- For Business

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1955

Free estimates

Credit card accepted

"Robert was very nice. He gave me an estimate, which included cutting out parts and replacing sections of my driveway, revealing the entire driveway and was able to do it in the same week. His men did a wonderful job and he came to check on them several times during the process. Highly recommend!!"
Paved
Paved
Paved
Seal Coat
Seal Coat

+38

Response time8 hrs
4 neighbors recently requested a quote
Recommended by73%of homeowners
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Avatar for Evans Paving
Evans Paving
4.2(
85
)
Asphalt SealingAsphalt Paving - InstallAsphalt Paving - Install- For Business+1 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1974

Free estimates

Emergency services offered

"Mr. Evan's and his crew installed my circular driveway they made the whole process a wonderful experience they were prompt courtesy and professional I've recommended them to many friends and my family excellent service"
Tar n chip
Tar and chip driveway
Tar and chip
Parking lot
Parking lot

+17

2 neighbors recently requested a quote
Recommended by88%of homeowners
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Avatar for Accurate Asphalt, LLC
Accurate Asphalt, LLC
4.9(
37
)
Asphalt Paving - InstallAsphalt Paving - Install- For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"I had a driveway paved. Great price and was done the same day I contracted."
2017 Peterbilt 389
On the Job
Logo
2005 Peterbilt 379
On the Job

+70

Response time2 days
Recommended by100%of homeowners
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Avatar for Always Waterproofing
Always Waterproofing
4.1(
416
)
Concrete Driveways - Install

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1995

Free estimates

Credit card accepted

"They provided a ball park estimate for replacing my driveway which is a few years away"
Updated concrete deck
Cozy front porch
471 neighbors recently requested a quote
Recommended by93%of homeowners
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DDC Property Maintenance LLC
4.4(
11
)
Concrete Driveways & Floors - Install- For BusinessConcrete Driveways - InstallGravel or Loose Fill Paving - Install, Spread or Scrape+1 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Offers commercial services

"Wilson prepped the pad for our barndominium, installed our bioswale, helped with tree removal, Installed our septic, and did our driveway for our custom home build. He was great with dealing with the county for us and made things smooth and easy. All work exceeded our expectations. Great guy and it was great to support a small local family in our area."
Response time30 mins
3 neighbors recently requested a quote
Recommended by70%of homeowners
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Avatar for JB Trakas Contractor, LLC
JB Trakas Contractor, LLC
4.6(
10
)
Concrete Driveways - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2017

Free estimates

Small jobs welcome

"Jamie was very responsive, came to site and measured. We went over many options and agreed on a path forward. Fence looks great. Crew tidied up after. Very pleased! Highly recommended!! Doggie happy to have his area now."
Fencing project
Fencing project
Fencing project
Fencing project
Fencing project

+6

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Avatar for Premier Paving
Premier Paving
5.0(
2
)
Asphalt Paving - InstallAsphalt Paving - Install- For BusinessAsphalt Paving - Repair or Patch+1 more

Serving Chestertown, MD and surrounding areas

Approved

"It was great. It was done in the time they said it would be done and they left everything clean . It was perfect."
3 neighbors recently requested a quote
Recommended by100%of homeowners
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Avatar for Boni Landscaping
Boni Landscaping
3.5(
12
)
Brick and Stone Driveways & Floors - InstallInterlocking Pavers for Driveways & Floors - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2011

Free estimates

Customers say: True professional

"It went very well. Boni was recommended to us and he was so professional and helpful when we met that we did not ask for quotes from other companies. He did not disappoint. The only delays were due to delays with raw material suppliers. Once the work began, the crew worked incredibly hard and cleaned up after each day’s work was completed. Boni was responsive to all questions. We plan to continue hiring him as we decide on additional landscaping and yearly clean-up."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+7

1 neighbors recently requested a quote
Recommended by100%of homeowners
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Avatar for Leading Edge Avelar Contractors LLC
Leading Edge Avelar Contractors LLC
4.2(
15
)
Asphalt Paving - Install- For BusinessConcrete Driveways & Floors - Install- For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2005

Free estimates

Credit card accepted

"This company was very professional, timely and responsive to install my 15x12 concrete pad. Oscar and Douglas provided knowledgeable and honest input as a few issues developed. I am very satisfied with the quality of work and would highly recommend them."
Concert porch
Adding a square of concrete
Side walk
Frame
Ready to pour concrete

+60

Response time1 day
8 neighbors recently requested a quote
Recommended by76%of homeowners
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Asphalt Driveways questions, answered by experts

In most cases, you don’t need a permit to repave your driveway, although some exceptions exist. If you’re widening your driveway and plan on widening the apron as well, you’ll usually need a permit from the Department of Transportation in your area. This permit costs between $50 and $300 in most cases. Most municipalities will also require a certified and insured contractor do the work relating to the apron and curb cut. You can contact your building department or ask your paving company if you need a permit. Your driveway professional will usually pull the permit for you.

Asphalt paving offers several benefits, including cost-effectiveness and a quick installation process. It provides a durable and smooth surface, making it ideal for high-traffic areas. With proper maintenance, asphalt also offers longevity.

Depending on project size, typically 1 to 3 days, including preparation and installation.

Even with regular maintenance, most driveways don’t last much longer than 30 years. Alligator cracking is a clear warning sign that your driveway’s foundation is failing, and cracks that are deep and wide can let water in, causing more damage. Standing water is another red flag. If your driveway doesn’t drain properly, it’s going to degrade slowly. Finally, if you’re seeing dips or uneven patches, that’s a sign the base layer or soil is shifting. If these issues pop up, it’s time to replace your driveway.

Asphalt dries and cures best between 50 and 85 degrees Fahrenheit. This range allows moisture to evaporate quickly without causing the asphalt to cool too fast, which can negatively affect the drying process. However, keep in mind that other weather conditions can also affect curing and drying times, such as precipitation and humidity.

The Chestertown, MD homeowners’ guide to asphalt driveway services

From average costs to expert advice, get all the answers you need to get your job done.

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