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
Avatar for Evans Paving
Evans Paving
4.2(
85
)
Asphalt Paving - Repair or PatchAsphalt Paving - InstallAsphalt Paving - Install- For Business+1 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1974

Free estimates

Emergency services offered

"Tom C. ⭐️⭐️⭐️⭐️⭐️ Excellent Service from Evans Paving, LLC I couldn’t be more impressed with the outstanding work Evans Paving did on our challenging driveway. They professionally paved over 1,500 feet of driveway, including two large parking pads, pitched driveway for water runoff and completely transformed our property. Their team didn’t just pave — they went the extra mile by removing and cutting away invasive tree roots that had destroyed the old driveway. The attention to detail was clear from start to finish, and they sealed the entire project beautifully, leaving us with a clean, smooth driveway. Every step of the project was handled with professionalism, quality and attention to detail at a very reasonable price. If you’re looking for quality work, a reliable crew, and a reasonable price, Evans Paving is the team to call. We already recommended them to our family and friends."
Tar n chip
Tar and chip driveway
Tar and chip
Parking lot
Parking lot

+17

Response time2 days
2 neighbors recently requested a quote
Recommended by88%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

It takes recycled asphalt 48 hours to initially harden and up to 3 months to fully cure. It’s best to stay off of recycled asphalt for at least 48 hours, then you can walk or drive standard vehicles on it. Hold off on driving heavy trucks or equipment on it for at least 7 days. Allowing the surface to melt together and harden ensures that the surface stays durable and long-lasting. 

The average cost to repair an asphalt driveway is around $2,459 to $2,500. However, prices can range from $100 for minor DIY crack filling to over $4,000 for more extensive professional work. Costs are often calculated per foot, with minor repairs costing $1 to $3 per linear foot and heavier damage like potholes, sinking, or crumbling costing $2 to $5 per linear foot. Patching smaller potholes can cost around $2 to $3 per square foot. The final price depends on the severity and extent of the damage, driveway design, local contractor rates, and whether sealing is included. For major repairs, it is recommended to hire a professional, and you may get a better deal by bundling repair and sealing services together.

Yes, you should lightly wet the sand with a hose before laying the pavers on top. This activates the bonding agents in the sand, ensuring that your pavers don’t shift around during the installation process. However, you should make sure that the sand is not soaked; overwatering can cause the sand and pavers to not set properly.

Installing a walkway to your home can add value, as it can make your landscaping look more intentionally designed and boost your overall curb appeal. In addition, walkways can be installed with accessibility in mind, which can be helpful for those with mobility issues or who need a wheelchair.

Three inches is a great thickness for a residential asphalt driveway that sees minimal to moderate traffic from cars, SUVs, and pickup trucks. However, a thicker driveway can better withstand the weight of a heavier vehicle, such as a trailer or a recreational vehicle. If you drive a heavy vehicle on a thin driveway, you risk cracking and damaging it.

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.