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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
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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"
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+10

Response time2 days
Response rate100%
3 neighbors recently requested a quote
RCM Paving
4.0(
8
)
Asphalt Paving - InstallAsphalt Paving - Install- For Business

Serving Chestertown, MD and surrounding areas

Approved

Emergency services offered

Credit card accepted

Customers say: True professional

"Richard and his crew were awesome! They did an excellent job on my walkway/patio combination as well as the new asphalt driveway! They were very professional and accommodating. Richard’s pricing was far better than any other company I had received for the job. He made suggestions I hadn’t even thought of which really made it easy to work with. He was very knowledgeable and his crew knew exactly what to do. He treated us with respect and as he would with anyone. Great customer service! We highly recommend his company and will definitely use them in the future when the need arises, Thank you Rich and crew for a beautiful job! We love you guys!"
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+32

Response time8 hrs
Response rate100%
2 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

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.

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.

Professionals restore the surface to a fresh, attractive finish by applying a new, even sealant layer.

Yes, using recycled asphalt millings is an eco-friendly alternative compared to concrete. Millings are reclaimed pieces of gravel that are recycled into aggregate that can be used on driveways, patios, walkways, basketball courts, tennis courts, and more.

Paving is a part of hardscaping, so all paving is hardscaping, but not all hardscaping is paving. Paving involves laying down concrete or asphalt, while hardscaping can also include the use of paving stones, bricks, gravel, wood, and more. Hardscape features that involve paving are considered permanent and will increase your property taxes, while some other hardscaping features—like those involving bricks, gravel, and paving stones—will not affect property taxes. Paving also typically requires a permit, while hardscaping features considered temporary will not.

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.