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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

"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 time9 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

"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

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

Asphalt driveways last anywhere from 15 to 30 years, but if you don’t stay on top of repairs, you may find yourself spending extra to replace your driveway before its typical lifespan. Stay on top of repairing cracks and potholes by routinely inspecting your driveway once or twice a year. It’s a good idea to pressure wash your asphalt driveway at least once a year to keep it clean. Apply a sealer every one to five years, based on your climate.

The average cost to repair an asphalt driveway is around $2,459 to $2,500. However, prices can range from $100 for minor DIY crack filling to over $4,000 for more extensive professional work. Costs are often calculated per foot, with minor repairs costing $1 to $3 per linear foot and heavier damage like potholes, sinking, or crumbling costing $2 to $5 per linear foot. Patching smaller potholes can cost around $2 to $3 per square foot. The final price depends on the severity and extent of the damage, driveway design, local contractor rates, and whether sealing is included. For major repairs, it is recommended to hire a professional, and you may get a better deal by bundling repair and sealing services together.

There’s no single best asphalt grade—it all comes down to where and how it’s used. Highways and heavy-traffic roads need something tough, like polymer-modified asphalt (PMA) or Stone Matrix Asphalt (SMA). Local roads and parking lots rely on the Performance Graded (PG) system, chosen based on climate. A PG 64-28 mix, for example, handles a broad temperature range while simpler, more cost-effective mixes are typically enough for residential driveways. The best grade of asphalt depends on traffic, weather, and your budget, which is why a professional’s input is always a smart move before making a decision.

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.

With proper maintenance, asphalt milling driveways can last 30 years or more. Over time, you’ll need to regularly sealcoat your driveway. You should also have your driveway inspected every few years and make any repairs as soon as they are necessary; this will prolong the lifespan of 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.