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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
)

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
4 neighbors recently requested a quote
Recommended by73%of homeowners
Avatar for Evans Paving
Evans Paving
4.2(
85
)

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
Avatar for Accurate Asphalt, LLC
Accurate Asphalt, LLC
4.9(
37
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"We had our driveway paved. They gave a great price and the job was completed with 3 days. I would recommend this company to anyone looking to have their driveway paved. Excellent job."
2017 Peterbilt 389
On the Job
Logo
2005 Peterbilt 379
On the Job

+70

Response time2 days
Recommended by100%of homeowners
DDC Property Maintenance LLC
4.4(
11
)

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
)

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%
Avatar for Boni Landscaping
Boni Landscaping
3.5(
12
)

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 Leading Edge Avelar Contractors LLC
Leading Edge Avelar Contractors LLC
4.2(
15
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2005

Free estimates

Credit card accepted

"Echoing other satisfied customers of Oscar's company, we too are extremely satisfied with their reconstruction of our 30+ year old slate patio. The job site was not particularly easy to access, but the crew handled it all with aplomb. Oscar and Douglas were readily available to answer any questions we had, and volunteered many points of information as the work was in process. The individual that performed the final re-installation of the slate tiles did so by himself, and his work in particular was impeccable. Also, his cleanup of the job site once the work was completed was exceptionally well done."
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
Avatar for Bayside excavation & Hauling
Bayside excavation & Hauling
5.0(
2
)

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
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Asphalt Driveways questions, answered by experts

Whether it's worth it to install a heated driveway depends on how often you'll use it, your lifestyle, and your budget. If you live in a mild climate with little snowfall, then installing a built-in heated driveway system may not be worth it. If you live in a region that experiences mild snowfall, then a portable mat could work better. However, if you live in a region with heavy snowfall, it makes sense to invest in a built-in heated driveway. 

To ensure you hire a reliable and experienced paving company, you should start by finding companies in your area that have at least five to ten years of experience working in your neighborhood. Next, rule out companies with poor reviews online or a series of complaints filed with the Better Business Bureau. Since driveways affect your curb appeal, you should also ask each company for references and pictures of recent work to make sure the work the company does is professional and high quality. Finally, check that the company is licensed and insured.

When hiring an asphalt paving contractor to install your driveway, ask as many questions up front as possible. Here are a few questions to ask a prospective driveway contractor:

  • How many years of experience do you have?

  • Are you licensed, bonded, and insured?

  • Do you have worker’s compensation?

  • Do you use subcontractors on your projects?

  • Do you clean up after the job is done?

  • Who is responsible for any damage to lawn or landscaping?

  • Do you provide a guarantee or warranty on your work?

  • Do you give free estimates?

  • What is the timeline for completion?

  • How do you handle change orders?

  • Can you provide at least three references?

  • Can I see some of the work you’ve done?

The cost to pour a driveway apron depends on the material and size. Concrete costs $3 to $10 per square foot, asphalt ranges from $2 to $5, and pavers are $5 to $15 per square foot. Additional expenses, like excavation, base material, and labor, can increase the total cost. For example, a standard 12x15-foot concrete apron could cost between $540 and $1,800, depending on local rates and additional work required. Always consult a local driveway paving contractor to get an accurate estimate tailored to your project.

The answer to whether or not you need to get a permit before you start your driveway can vary widely based on local ordinances and the scope of your driveway ideas. In most urban and suburban areas, a permit is needed before building a new driveway to ensure that a homeowner is using safe materials and proper drainage practices while designing and constructing a new driveway. In some rural areas, a homeowner may not be required to apply for a permit. When building a new driveway on your own, always check with your local building department to see if you need to request a permit. When hiring a driveway contractor, verify that the right permits are being used before driveway construction begins.

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.