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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 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%
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 Leading Edge Avelar Contractors LLC
Leading Edge Avelar Contractors LLC
4.2(
15
)
Asphalt Paving - Install- For BusinessConcrete Driveways & Floors - Install- For Business

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
7 neighbors recently requested a quote
Recommended by76%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
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Asphalt Driveways questions, answered by experts

Professionals ensure a solid base and smooth finish, enhancing durability and appearance.

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. 

Yes, a paved or repaved driveway can boost your home's value by increasing its curb appeal and the functionality of your outdoor space. A new driveway can add anywhere from $5,000 to $20,000 to a property's value. An old, crumbling driveway can be a red flag for potential buyers and inspectors.

The amount of value added depends on the materials used, the design, and local market conditions. Concrete is often cited as adding the most value due to its long lifespan, though asphalt may be more desirable in colder climates. The return on investment is greatest when replacing a driveway that is in poor condition; repaving a driveway that is already in good shape will not yield as significant an increase in value.

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.

A solid driveway starts with the right asphalt mix, and for most homes, dense-graded hot mix asphalt (HMA) is the most recommended. It’s both durable and flexible, making it a reliable choice for residential use. A properly compacted 2-3 inch layer on a well-prepared crushed stone base will hold up for years. In areas with harsh winters or scorching summers, a slightly modified mix can help prevent cracking and rutting. No matter the climate, quality installation is just as important as the material itself, so hiring an experienced contractor ensures a smooth, long-lasting driveway built to last.

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.