Top-rated paving pros.

Get matched with top paving pros in 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

Verified Reviews for Paving Service pros in Chestertown, MD

*The Angi rating for Paving Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Paving Service needs.

*The HomeAdvisor rating for Paving Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Paving Service needs.

Last update on November 21, 2025

Find Paving pros in Chestertown

Avatar for Robert & Son Paving
Robert & Son Paving
4.8(
91
)
Asphalt Paving - InstallGravel or Loose Fill Paving - Install, Spread or ScrapeAsphalt 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
3 neighbors recently requested a quote
Recommended by73%of homeowners
Request Quote
Avatar for Evans Paving
Evans Paving
4.2(
85
)
Asphalt Paving - InstallAsphalt Paving - Repair or PatchAsphalt Paving - Install- For Business+1 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1974

Free estimates

Emergency services offered

"It went very well. Evans Paving showed up when they said they would and did an excellent job. I have used them in the past and will continue to do so."
Tar n chip
Tar and chip driveway
Tar and chip
Parking lot
Parking lot

+17

Response time2 days
4 neighbors recently requested a quote
Recommended by88%of homeowners
Request Quote
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

"We had our driveway paved. They gave a great price and the job was completed with 3 days. I would recommend this company to anyone looking to have their driveway paved. Excellent job."
2017 Peterbilt 389
On the Job
Logo
2005 Peterbilt 379
On the Job

+70

Response time2 days
Recommended by100%of homeowners
Request Quote
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%
2 neighbors recently requested a quote
Request Quote
Avatar for Premier Paving
Premier Paving
5.0(
2
)
Asphalt Paving - InstallAsphalt Paving - Install- For BusinessAsphalt Paving - Repair or Patch+1 more

Serving Chestertown, MD and surrounding areas

Approved

"It was great. It was done in the time they said it would be done and they left everything clean . It was perfect."
Response time3 days
3 neighbors recently requested a quote
Recommended by100%of homeowners
Request Quote
Avatar for Leading Edge Avelar Contractors LLC
Leading Edge Avelar Contractors LLC
4.2(
15
)
Interlocking Pavers for Patios, Walks & Steps - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"This company was very professional, timely and responsive to install my 15x12 concrete pad. Oscar and Douglas provided knowledgeable and honest input as a few issues developed. I am very satisfied with the quality of work and would highly recommend them."
Concert porch
Adding a square of concrete
Side walk
Frame
Ready to pour concrete

+60

Response time1 day
2 neighbors recently requested a quote
Recommended by76%of homeowners
Request 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
4 neighbors recently requested a quote
Recommended by70%of homeowners
Request Quote
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

"The owner is a great guy, he does a fantastic job and we are very happy."
Backyard Patio
Backyard Patio
Backyard Patio
Backyard Patio
Backyard Patio

+15

Response time1 day
Recommended by100%of homeowners
Request Quote
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

"Boni has built us two patios and maintains our landscaping every year. He also arranged for a shed to be built for us which is very nice"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+7

Response time2 days
Response rate100%
2 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 83
Paving Services questions, answered by experts

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.

You can expect your asphalt pavement to last anywhere from 20 to 30 years, or 25 years on average. The life expectancy of your asphalt driveway depends on the climate, the amount of traffic, and how well you maintain it. While you can’t necessarily control some of these factors, you can control the amount of maintenance effort you put into your driveway. 

To prevent your asphalt from deteriorating prematurely, you should follow a good maintenance routine involving regular cleaning, reparation work, and resealing.

Gravel is the cheapest way to extend a driveway. Gravel is an affordable, practical option that’s easy to install and perfect for DIY projects, helping you save on labor costs. It can be quickly spread and leveled to create extra driveway space without heavy preparation. While gravel doesn’t offer the same durability or finished look as concrete or asphalt, its low cost makes it ideal for budget-conscious homeowners who want a functional solution without overspending.

You should place a layer of thick landscaping fabric directly over the concrete slab and then a thin layer of leveling sand over that to protect the pavers from moisture. For border pavers, you should plan on locking them in place with polyurethane adhesive. This will prevent them from shifting under foot traffic.

Whether you should resurface or replace your asphalt driveway heavily depends on its condition. If the foundation is solid and the damage is minor, resurfacing is your best bet because it’s more affordable and faster than replacing the driveway. But if your driveway has foundational problems and/or severe damage, like large, deep cracks and potholes, then it makes more sense to replace 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.

See all articles