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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

Find Asphalt driveway pros in Chestertown

Avatar for Robert & Son Paving
Robert & Son Paving
4.8(
91
)
Asphalt Paving - InstallAsphalt SealingGravel or Loose Fill Paving - Install, Spread or Scrape+2 more

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1955

Free estimates

Credit card accepted

"They did a great job, and they did it quickly. So many contractors take way too long. But they got right to it. Very happy with my new driveway. Drainage was a main concern; water runs right down the middle of the driveway."
Paved
Paved
Paved
Seal Coat
Seal Coat

+38

Response time10 hrs
6 neighbors recently requested a quote
Recommended by73%of homeowners
Avatar for Evans Paving
Evans Paving
4.2(
85
)
Asphalt Paving - InstallAsphalt Paving - Repair or PatchAsphalt Sealing+1 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1974

Free estimates

Emergency services offered

"Tom C. ⭐️⭐️⭐️⭐️⭐️ Excellent Service from Evans Paving, LLC I couldn’t be more impressed with the outstanding work Evans Paving did on our challenging driveway. They professionally paved over 1,500 feet of driveway, including two large parking pads, pitched driveway for water runoff and completely transformed our property. Their team didn’t just pave — they went the extra mile by removing and cutting away invasive tree roots that had destroyed the old driveway. The attention to detail was clear from start to finish, and they sealed the entire project beautifully, leaving us with a clean, smooth driveway. Every step of the project was handled with professionalism, quality and attention to detail at a very reasonable price. If you’re looking for quality work, a reliable crew, and a reasonable price, Evans Paving is the team to call. We already recommended them to our family and friends."
Tar n chip
Tar and chip driveway
Tar and chip
Parking lot
Parking lot

+17

Response time2 days
3 neighbors recently requested a quote
Recommended by88%of homeowners
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

"Company was hired to prepare and excavate a pad site for a pole barn garage. The guy "Wilson" knows what he is doing however he short changed me on the services that we agreed to. In addition, he under estimated materials needed to complete the work as well as while excavating the area, my sprinkler system was damaged. I had to advise him to come back and complete compaction of fill dirt. After compaction you were able to see that the site was clearly not leveled. I had to bring in more fill dirt to accommodate for this. I paid him anyway because his effort was good, but after payment he never followed up with me. It's like once he was paid then you never hear from him!"
Response time2 days
5 neighbors recently requested a quote
Recommended by70%of homeowners
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

"The professional of this company came out early in the morning and was finished by two in the afternoon. My house is about 2000 ft.² they installed a full 6 foot vinyl fence around the perimeter of my home. I would highly recommend them for additional projects."
Fencing project
Fencing project
Fencing project
Fencing project
Fencing project

+6

Response time2 days
Response rate100%
2 neighbors recently requested a quote
Avatar for Leading Edge Avelar Contractors LLC
Leading Edge Avelar Contractors LLC
4.2(
15
)
Concrete Driveways & Floors - Install- For BusinessConcrete Driveways - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"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
2 neighbors recently requested a quote
Recommended by76%of homeowners
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

Response time2 days
Response rate100%
2 neighbors recently requested a quote
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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.

Sometimes, when people talk about asphalt driveways, they’re actually referring to asphalt concrete, which is a completely different compound. Asphalt concrete is asphaltic cement combined with sand or grit. It is significantly more lasting and durable than regular asphalt but also much more expensive. If you’re considering using asphalt concrete, ask an asphalt company for their expert opinions.

Common alternatives to a gravel driveway include concrete, asphalt, brick, stone pavers, and permeable pavers. Concrete and asphalt are generally the most affordable options. However, concrete can be prone to cracking in cold climates, while asphalt may soften in areas with high heat and direct sun exposure. For enhanced curb appeal, brick, stone, and permeable pavers are popular choices, though their installation can be more expensive due to intricate designs. Stone pavers offer a natural look and are sometimes installed with gravel around them. Both permeable pavers and brick driveways provide excellent drainage, which helps prevent flooding and reduce water runoff.

Regular cleaning, sealing, and timely repair of cracks help maintain its condition.

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.

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.