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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"
Additional Photos
Additional Photos
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Additional Photos

+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
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Paving Services FAQs, answered by experts

While some areas may allow for a slope of up to 20%, this is often the maximum slope for driveways, with a few exceptions of up to 25%. Other regions may have a maximum of 12%, 15%, or 18%, so check with your local building department to ensure you’re laying a driveway that is up to code for your location.

You should place a layer of thick landscaping fabric directly over the concrete slab and then a thin layer of leveling sand over that to protect the pavers from moisture. For border pavers, you should plan on locking them in place with polyurethane adhesive. This will prevent them from shifting under foot traffic.

One advantage of selecting a resin bound driveway over concrete or asphalt is that homeowners have a variety of colors to choose from. Manufacturers customize aggregate materials, so customers can choose browns, golds, greens, blues, reds, and blacks. Some manufacturers also offer metallic shades.

Yes, pea gravel is good for driveways as long as your driveway isn’t built on a hill or any type of slope where it can slide. It’ll settle on a flat surface and create a suitable driveway over time, though some spreading initially will take place. If you're wondering how to make a gravel driveway in a high-rainfall area, using pea gravel could help you to cut down on costs needed for extra drainage solutions.

It is possible to DIY complete hardscaping projects, but in most cases, hiring a professional is best to get the job done correctly. Hardscaping—including installing patios, decks, retaining walls, walkways, and water features—is challenging and time-consuming, so the money you spend on a professional is typically worth it. Not only will the quality be better, but you could avoid problems that come along with a lack of hardscaping experience, like drainage issues that can lead to costly foundation damage and leaks in your home.

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.