Top-rated paving pros.

Best paving pros near Chestertown, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your paving service project in Chestertown, MD?

Select your specific project to find the pro for you.

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
Additional Photos
Additional Photos
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
...
Showing 1-10 of 84
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.

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.

The answer to whether or not you need to get a permit before you start your driveway can vary widely based on local ordinances and the scope of your driveway ideas. In most urban and suburban areas, a permit is needed before building a new driveway to ensure that a homeowner is using safe materials and proper drainage practices while designing and constructing a new driveway. In some rural areas, a homeowner may not be required to apply for a permit. When building a new driveway on your own, always check with your local building department to see if you need to request a permit. When hiring a driveway contractor, verify that the right permits are being used before driveway construction begins.

The ideal distance between stepping stones depends on your design preference. A general rule is to place them about 24 inches apart from center to center to match an average person's stride. Another common approach is to leave about 6 inches of space between the edges of each stone; this can be adjusted to fit the path's total length without cutting pavers. If you plan to plant between the stones, leave at least 6 to 8 inches of space to give the plants room to grow.

Driveway pavers are often worth the cost. Paver types like cobblestone, brick, and concrete are highly durable, and permeable paver options can be tremendously eco-friendly. While you may pay more for a paver driveway, you’ll see great returns from the increased curb appeal and low maintenance compared to other types of driveways.

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.