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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon21
    Verified paving services reviews

Top-Rated Paving pros in Chestertown - Updated Nov 2026

Avatar for Robert & Son Paving
Robert & Son Paving
4.8(
93
)
Gravel or Loose Fill Paving - Install, Spread or ScrapeAsphalt Paving - InstallAsphalt Paving - Install- For Business

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1955

Free estimates

Credit card accepted

"Everything was perfect from start to finish. The price was competitive. The attention to detail was beyond my expectations and the job looked beautiful when it was done. Recommend this company highly for any paving needs to have."
Paved
Paved
Paved
Seal Coat
Seal Coat

+38

Response time10 hrs
2 neighbors recently requested a quote
Recommended by72%of homeowners
Zweemers Paving and Sealcoating
4.4(
34
)
Asphalt Paving - InstallAsphalt Paving - Install- For BusinessAsphalt Paving - Repair or Patch+1 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1995

Free estimates

Emergency services offered

"Jimmy and his crew were on time, worked well together and completed our driveway in a professional and orderly fashion. I would strongly recommend Zweemer paving Mason E"
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+10

Response time2 days
Response rate100%
3 neighbors recently requested a quote
DDC Property Maintenance LLC
4.4(
11
)
Gravel or Loose Fill Paving - Install, Spread or Scrape

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
7 neighbors recently requested a quote
Recommended by70%of homeowners
Avatar for Boni Landscaping
Boni Landscaping
3.5(
12
)
Interlocking Pavers for Patios, Walks & Steps - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2011

Free estimates

Customers say: True professional

"They have been excellent. They are very reliable and professional. He is very responsive and communicates well with me. He speaks English and Spanish. I would highly recommend them and I will continue to use their services."
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+7

Response time2 days
Response rate100%
2 neighbors recently requested a quote
Avatar for Pmb renovations
Pmb renovations
5.0(
1
)
Asphalt Paving - InstallAsphalt Paving - Repair or Patch

Serving Chestertown, MD and surrounding areas

Approved

In business since 2021

Free estimates

We are a locally owned and operated company. We value honesty and integrity in all aspects of our business. We offer a variety of home improvement services that are customized to each individual project. We pride ourselves on the quality of our work, as well as our commitment to outstanding results. We look forward to building lasting relationships with our clients and guarantee your satisfaction!

Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair

+12

Avatar for AC Paving Company
AC Paving Company
4.5(
159
)
Asphalt Paving - InstallAsphalt Paving - Install- For Business

Serving Chestertown, MD and surrounding areas

In business since 1975

Free estimates

Emergency services offered

"AC Paving re-did my residential driveway today. My driveway can hold up to 15 vehicles. The crew arrived on time and did a magnificent job. The crew was very efficient and paid attention to detail. I was so pleased that I gave the entire 6 person crew a tip. I would highly recommend AC Paving for your resurfacing needs."
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+26

Response time2 days
Recommended by94%of homeowners
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Paving Services FAQs, answered by experts

After removing existing moss, consider using paver blocking sand to fill the joints. This specialty material hardens once placed and serves as an effective barrier against moss and weeds. From there on, regularly clean your pavers and try to keep them dry. You can also seal your paver as a semi-permanent solution — just make sure you reseal every 3 to 5 years.

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.

While it may be less expensive initially to lay concrete vs. pavers, the long-term expenses that come with repairing concrete may prove to be less cost-friendly than simply replacing a few damaged pavers. On top of that, stamped concrete may only last for 25 years compared to pavers, which can last over 50 years.

Installing a walkway to your home can add value, as it can make your landscaping look more intentionally designed and boost your overall curb appeal. In addition, walkways can be installed with accessibility in mind, which can be helpful for those with mobility issues or who need a wheelchair.

Maintaining a driveway depends on its material. For concrete and asphalt, it's best to clean the surface thoroughly twice a year with a stiff broom and a pressure washer to remove accumulated dirt and debris. Sealing the driveway is crucial to protect it from water damage and freeze-thaw cycles. Before applying a sealant, pressure wash the surface to remove any loose sealant, dirt, or stains, as sealing over them will trap them. Any cracks or expansion joints should be filled with a flexible polyurethane caulk or asphalt sealer. In colder climates, use sand instead of salt for de-icing. Sand helps melt snow and ice without accelerating the freeze-thaw process, which can cause cracks.

The Chestertown, MD homeowners’ guide to paving services

From average costs to expert advice, get all the answers you need to get your job done.