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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 time9 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
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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

Professional installers often include a deep layer of crushed gravel under permeable pavers to allow more runoff to soak through into the soil below. Many installations will include multiple layers of gravel, with coarser aggregate at the base and finer aggregate that sits on top of that bottom layer. Above the gravel, you’ll often find coarse sand that helps reduce paver shifting over time. Some permeable paver designs include a water collection system set into the gravel layer to route runoff to a safe area for disposal.

Yes, it is possible to pave over an existing driveway, but whether it's the right choice depends on several factors. If the underlying structure of your current driveway is still strong, concrete or asphalt resurfacing can be a cost-effective way to prolong its life. However, if your driveway has significant issues like potholes, deep cracks, or other inconsistencies, it is best to remove the old driveway and start from scratch. Key factors to consider include the current driveway's condition, the compatibility of the new material, the added thickness and height, and the necessary surface preparation.

Heated driveways cost an average of $12 to $25 per square foot. Depending on the size of your driveway, you may pay between $3,500 to $25,000 in total. Several factors can affect your bottom line, including material, labor, and system types. Investing in a heated driveway can save on snow removal costs because it will automatically melt the snow that falls on your driveway.

Generally speaking, tiles are for indoor use, while pavers are for outdoor use. The main difference between travertine tiles and pavers is their thickness. Tiles are around 1/2 inch thick, and pavers are 1 1/4 inches to 2 inches thick.

Pavers are more rugged and can handle different weather. The extra thickness on pavers also makes them ideal for high-traffic areas.

The most common causes of sunken pavers are poor base preparation and insufficient compaction. The problem could also be how your pavers were installed. If the soil beneath your patio or walkway wasn't compacted, it will pull pavers down as it settles. Additionally, using bare soil instead of making a paver bed with compacted gravel and sand can cause sinking over time. To fix sunken pavers, consider recompacting the base and addressing any drainage or erosion issues in the area.

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.