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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 time9 hrs
7 neighbors recently requested a quote
Recommended by73%of homeowners
Avatar for Evans Paving
Evans Paving
4.2(
85
)
Asphalt Paving - InstallAsphalt SealingAsphalt Paving - Install- For Business+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
2 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

"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 time2 days
3 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%
1 neighbors recently requested a quote
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%
Recommended by100%of homeowners
Avatar for Bayside excavation & Hauling
Bayside excavation & Hauling
5.0(
2
)
Gravel or Loose Fill Paving - Install, Spread or Scrape - For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2023

Free estimates

Credit card accepted

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

Response time5 hrs
3 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Stonecraft Hardscapes LLC
Stonecraft Hardscapes LLC
5.0(
2
)
Interlocking Pavers for Driveways & Floors - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2022

Free estimates

Small jobs welcome

"We used these guys and are so happy we picked them over other quotes. They not only did a great job but they did what they said they would do. They took the time to explain to us what and how they were going to conduct the job. I would recommend this company to anybody looking for hardscapes."
Backyard Patio
Backyard Patio
Backyard Patio
Backyard Patio
Backyard Patio

+15

Response time1 day
2 neighbors recently requested a quote
Recommended by100%of homeowners
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Asphalt Driveways questions, answered by experts

You should contact your driveway installer before winterizing a newly installed driveway. Winterizing it before the asphalt or concrete has fully cured can damage the driveway. But in many cases, you don't need to winterize a newly installed driveway anyway since it's likely freshly sealed and won't have much damage yet. 

If you notice minor cosmetic problems with your driveway, you should seal it. Look out for cracks and holes on the surface, faded asphalt or concrete, and stains from oil and other chemicals. Replacing your driveway may be necessary if you’re dealing with significant problems—¼-inch cracks, large potholes, and puddles from drainage issues. The cost to install an asphalt driveway typically ranges between $4,200 and $9,000, significantly more than resealing. Consider talking to a professional to discuss whether resurfacing your driveway—a midway project between resealing and replacing—is a better option for you.

Instead of a set number of types, asphalt comes in variations designed for different needs. Some are categorized by temperature—hot mix, warm mix, and cold mix. Others are sorted by composition, like dense-graded, gap-graded (such as Stone Matrix Asphalt), porous, and mastic asphalt. There are also modified versions with added compounds like polymers, rubber, or emulsions. Instead of focusing on a number, it may be more useful to understand how contractors customize asphalt for durability, climate, and traffic conditions.

The material that’s best for your private road depends on your property, the climate in your area, and your personal preferences. Gravel is an affordable option, but some homeowners don’t like how it looks. It can be a pain to remove snow from, and it requires more ongoing maintenance than asphalt or concrete. However, while these other options require less maintenance and make snow removal a breeze, they’re more expensive and will need repairs from time to time. Ultimately, you’ll have to choose the road material that suits you and your property best.

Several materials are suitable for steep driveways. Gravel and crushed stone are affordable options that provide good traction. Permeable pavers—such as plastic, rubber, or concrete—filled with gravel or crushed stones are also excellent, as they allow water to drain without causing erosion and perform well in ice and snow. Another option is resin, which can be coated with an anti-slip finish and helps prevent puddles. For added stability, you can install a retaining wall to prevent pavers and gravel from shifting over time.

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.