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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
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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
6 neighbors recently requested a quote
Recommended by70%of homeowners
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Paving Services FAQs, answered by experts

Whether it's worth it to install a heated driveway depends on how often you'll use it, your lifestyle, and your budget. If you live in a mild climate with little snowfall, then installing a built-in heated driveway system may not be worth it. If you live in a region that experiences mild snowfall, then a portable mat could work better. However, if you live in a region with heavy snowfall, it makes sense to invest in a built-in heated driveway. 

Interlocking pavers offer a number of advantages over regular pavers. For instance, they’re more durable, more resistant to shifting, and easier to repair. There are also permeable options that allow for drainage. However, interlocking pavers are more often more expensive than regular pavers and are prone to growing weeds over time.

Compared to options like concrete, asphalt, and pavers, resin driveways are far more flexible. As a result, they are more durable against chipping and cracking. Their bonded surface allows them to withstand extreme cold and heat without succumbing to the warping or cracking caused by freeze-thaw cycles. In addition, resin driveways are easy to clean and maintain.

Decomposed granite and caliche can both harden into a solid surface using a plate compactor. However, due to decomposed granite’s fine particles, it’s not suitable for driveway surfaces. Some homeowners use pea gravel mixed with a gravel-binding resin to bind the loose stones and create a solid surface that won’t shift like loose gravel.

Driveways should be sloped with a minimum 2% slope—anything lower will cause precipitation and runoff to collect. A 2% slope is the equivalent of a 2-foot rise over 100 feet. One quick way to check the integrity of your driveway’s slope: no more than four inches of water should collect on the surface longer than 15 minutes after rain.

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.