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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon15
    Verified asphalt driveway services reviews

Verified Reviews for Asphalt Driveway Service pros in Chestertown, MD

*The Angi rating for Asphalt Driveway 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 Asphalt Driveway Service needs.

*The HomeAdvisor rating for Asphalt Driveway 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 Asphalt Driveway Service needs.

Last update on February 04, 2026

Find Asphalt driveway pros in Chestertown

Avatar for Robert & Son Paving
Robert & Son Paving
4.8(
91
)

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1955

Free estimates

Credit card accepted

"Highly recommend!!! Bob and staff were outstanding! Fast professional service ! We absolutely love our new driveway !!!"
Paved
Paved
Paved
Seal Coat
Seal Coat

+38

Response time8 hrs
4 neighbors recently requested a quote
Recommended by73%of homeowners
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Avatar for Evans Paving
Evans Paving
4.2(
85
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 1974

Free estimates

Emergency services offered

"Driveway resurface and sealed, Evans paving did a fantastic job, fair priced, professional, exceeded my expectations and would highly recommend this company. It's refreshing to see the younger generation taking pride in what they do."
Tar n chip
Tar and chip driveway
Tar and chip
Parking lot
Parking lot

+17

2 neighbors recently requested a quote
Recommended by88%of homeowners
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Avatar for Always Waterproofing
Always Waterproofing
4.1(
416
)

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1995

Free estimates

Credit card accepted

"They provided a ball park estimate for replacing my driveway which is a few years away"
Updated concrete deck
Cozy front porch
471 neighbors recently requested a quote
Recommended by93%of homeowners
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DDC Property Maintenance LLC
4.4(
11
)

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 time30 mins
3 neighbors recently requested a quote
Recommended by70%of homeowners
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Avatar for JB Trakas Contractor, LLC
JB Trakas Contractor, LLC
4.6(
10
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2017

Free estimates

Small jobs welcome

"Jamie was very responsive, came to site and measured. We went over many options and agreed on a path forward. Fence looks great. Crew tidied up after. Very pleased! Highly recommended!! Doggie happy to have his area now."
Fencing project
Fencing project
Fencing project
Fencing project
Fencing project

+6

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Avatar for Boni Landscaping
Boni Landscaping
3.5(
12
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2011

Free estimates

Customers say: True professional

"It went very well. Boni was recommended to us and he was so professional and helpful when we met that we did not ask for quotes from other companies. He did not disappoint. The only delays were due to delays with raw material suppliers. Once the work began, the crew worked incredibly hard and cleaned up after each day’s work was completed. Boni was responsive to all questions. We plan to continue hiring him as we decide on additional landscaping and yearly clean-up."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+7

1 neighbors recently requested a quote
Recommended by100%of homeowners
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Avatar for Leading Edge Avelar Contractors LLC
Leading Edge Avelar Contractors LLC
4.2(
15
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2005

Free estimates

Credit card accepted

"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
8 neighbors recently requested a quote
Recommended by76%of homeowners
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Showing 1-10 of 198
Asphalt Driveways questions, answered by experts

Chip seal layers gravel and a liquid bitumen one at a time on-site, while asphalt directly pours a pre-combined mixture. Asphalt must be sealed, but it will last up to four times as long as chip seal driveways. Aesthetically, chip seal has a natural, rustic look compared to the traditional asphalt slab.

You should contact your driveway installer before winterizing a newly installed driveway. Winterizing it before the asphalt or concrete has fully cured can damage the driveway. But in many cases, you don't need to winterize a newly installed driveway anyway since it's likely freshly sealed and won't have much damage yet. 

The dimensions of a driveway apron vary based on local building codes, the width of your driveway, and the distance between the driveway and the road. On average, aprons range from 12 to 24 feet wide and 8 to 18 feet long. Typically, the end of the apron connected to the driveway matches its width—such as 10 to 12 feet for a single-car driveway—while the end at the street flares out to allow cars to turn in and out more easily. In some areas, you may not be responsible for the portion of the apron that extends beyond the sidewalk, but this depends on local laws.

A solid driveway starts with the right asphalt mix, and for most homes, dense-graded hot mix asphalt (HMA) is the most recommended. It’s both durable and flexible, making it a reliable choice for residential use. A properly compacted 2-3 inch layer on a well-prepared crushed stone base will hold up for years. In areas with harsh winters or scorching summers, a slightly modified mix can help prevent cracking and rutting. No matter the climate, quality installation is just as important as the material itself, so hiring an experienced contractor ensures a smooth, long-lasting driveway built to last.

Your driveway contractor will probably recommend that you avoid driving on your new millings driveway for up to a week. Keeping pressure off the freshy applied millings will help the driveway to bind together. While the sun is helpful for binding millings, hotter weather can actually make the curing process take longer.

The Chestertown, MD homeowners’ guide to asphalt driveway services

From average costs to expert advice, get all the answers you need to get your job done.

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