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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 time8 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

2 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 time30 mins
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

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

1 neighbors recently requested a quote
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 time3 hrs
3 neighbors recently requested a quote
Recommended by100%of homeowners
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Asphalt Driveways questions, answered by experts

The average cost of 1,500 square feet of asphalt ranges from about $10,500 to $22,500, depending on location, thickness, base material, and how accessible the job site is to crews and equipment. Keep in mind that your asphalt material cost may vary depending on its type, ranging from porous asphalt to heated blacktop. Standard asphalt costs $7 to $13 per square foot.

Gravel is one of the few driveway materials that can handle rain the second it’s installed. Unlike asphalt, which needs days to set, or concrete, which requires weeks to cure, gravel is ready as soon as it’s compacted. It’s naturally permeable, allowing water to drain straight through—with no risk of pooling or surface damage. Gravel driveways are one of the most affordable, at $1 to $3 per square foot, and can also last upward of 100 years.

Concrete is typically the best material for a driveway if you’re looking for longevity, cost-effectiveness, and ease of maintenance. But, it’s not ideal for areas with annual freeze-frost cycles, nor is it the most attractive option—although you can get it stamped or painted. If your location is consistently below freezing, asphalt may be a better choice.

Gravel is the most economical and least expensive driveway material, costing between $1 and $3 per square foot. This is significantly cheaper than alternatives like asphalt or concrete. However, it's important to consider long-term costs, as gravel driveways require regular maintenance. You will likely need to add new gravel filling once or twice a year and regularly rake it to keep it level, which can add to the overall cost over time.

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.

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.