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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

"Excellent customer service, proficient and polite workers, professional all around, and the quality of their work speaks for itself! Highly recommend them hands down. My husband owns a construction business and he was very pleased with Robert and Son Paving!"
Paved
Paved
Paved
Seal Coat
Seal Coat

+38

Response time9 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
Avatar for Accurate Asphalt, LLC
Accurate Asphalt, LLC
4.9(
37
)
Asphalt Paving - InstallAsphalt Paving - Install- For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"Today, here in West Ocean City, Devon and accurate Asphalt did an outstanding job for us, and our neighbors, as you can see in the below pic. Their crew were professional, friendly and cleaned up perfectly. AND.. the prices were very competitive. We highly recommend their services."
2017 Peterbilt 389
On the Job
Logo
2005 Peterbilt 379
On the Job

+70

Response time2 days
Recommended by100%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
Avatar for Stonecraft Hardscapes LLC
Stonecraft Hardscapes LLC
5.0(
2
)
Interlocking Pavers for Patios, Walks & Steps - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2022

Free estimates

Small jobs welcome

"We used these guys and are so happy we picked them over other quotes. They not only did a great job but they did what they said they would do. They took the time to explain to us what and how they were going to conduct the job. I would recommend this company to anybody looking for hardscapes."
Backyard Patio
Backyard Patio
Backyard Patio
Backyard Patio
Backyard Patio

+15

Response time1 day
1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Boni Landscaping
Boni Landscaping
3.5(
12
)
Interlocking Pavers for Patios, Walks & Steps - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2011

Free estimates

Customers say: True professional

"They have been excellent. They are very reliable and professional. He is very responsive and communicates well with me. He speaks English and Spanish. I would highly recommend them and I will continue to use their services."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+7

Response time2 days
Response rate100%
3 neighbors recently requested a quote
Avatar for Pmb renovations
Pmb renovations
5.0(
1
)
Asphalt Paving - InstallAsphalt Paving - Repair or Patch

Serving Chestertown, MD and surrounding areas

Approved

In business since 2021

Free estimates

We are a locally owned and operated company. We value honesty and integrity in all aspects of our business. We offer a variety of home improvement services that are customized to each individual project. We pride ourselves on the quality of our work, as well as our commitment to outstanding results. We look forward to building lasting relationships with our clients and guarantee your satisfaction!

Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair

+12

Avatar for AC Paving Company
AC Paving Company
4.5(
159
)
Asphalt Paving - InstallAsphalt Paving - Install- For Business

Serving Chestertown, MD and surrounding areas

In business since 1975

Free estimates

Emergency services offered

"AC Paving re-did my residential driveway today. My driveway can hold up to 15 vehicles. The crew arrived on time and did a magnificent job. The crew was very efficient and paid attention to detail. I was so pleased that I gave the entire 6 person crew a tip. I would highly recommend AC Paving for your resurfacing needs."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+26

Response time2 days
Recommended by94%of homeowners
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Paving Services FAQs, answered by experts

Asphalt dries and cures best between 50 and 85 degrees Fahrenheit. This range allows moisture to evaporate quickly without causing the asphalt to cool too fast, which can negatively affect the drying process. However, keep in mind that other weather conditions can also affect curing and drying times, such as precipitation and humidity.

Asphalt, which is stone mixed with tar, is the most common material for outdoor basketball courts because it’s so sturdy and versatile. However, you don't have to use it: another option is polymeric rubber, which has shock pads that can prevent injury. This option is a little more expensive, ranging between $16 and $25 per square foot.

Materials used for indoor basketball courts, such as hardwoods, aren’t really an option outdoors.

Permeable paving is a good option for a lot of reasons. It can help prevent flooding, keeps harmful chemicals from polluting our water, and can divert water away from your home’s foundation. Plus, it can add a rustic aesthetic to your outdoor area, might prevent pests who breed in water, and may even qualify for tax rebates.

While paving a driveway is possible to do as a DIY project, we don’t recommend it. Hiring a driveway professional to pave it will ensure that your driveway looks neat and clean and lasts for years to come, and it will also prevent a weak driveway and, potentially, damage to your foundation. Paving a driveway requires heavy machinery, and while you can rent the equipment needed, operating it close to your garage slab or around your home’s foundation can crack it and lead to structural issues. 

The best ways to increase the lifespan of your driveway are to carry out proper maintenance and get repairs done quickly. First, reseal your driveway every one to three years to protect it from the elements. If you start to notice significant cracks, hire a professional to diagnose the problem before it gets more serious. You can also use sand instead of salt when de-icing your driveway (since salt is corrosive) and clean your driveway annually using a pressure washer to keep it in tip-top shape.

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.