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Best asphalt driveway pros near Osceola, WI

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Top-Rated Asphalt driveway pros in Osceola - Updated Nov 2026

Avatar for Robert Engstrom Landscaping
Robert Engstrom Landscaping
5.0(
8
)
Interlocking Pavers for Driveways & Floors - Install

Serving Osceola, WI and surrounding areas

Approved

In business since 2019

Free estimates

Small jobs welcome

"Your vision of the project becomes his passion. Always explaining his next move on the project. He is very detailed oriented. We recently had two retaining walls completed and couldn't be happier. I will now move forward with "his" vision of my passion of flowers for my yard! ~ Becky Retherford"
Boulder Wall
Response time2 days
Recommended by75%of homeowners
Kuehndorf Services
4.4(
11
)
Interlocking Pavers for Driveways & Floors - Install

Serving Osceola, WI and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"Zack contacted me within minutes of submitting my request. I hired him to snowplow my large, circular driveway (250+ feet from road to garage). We just had our first significant snow. He showed up early the next morning, and did such an excellent job! Far exceeded my expectations. Would recommend him without hesitation. Also, really nice guy!"
Response time2 days
19 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Landscape Friend
Landscape Friend
5.0(
1
)
Interlocking Pavers for Driveways & Floors - Install

Serving Osceola, WI and surrounding areas

Approved

Free estimates

Small jobs welcome

"I highly recommend Peter of Landscape Friend. Peter rebuilt our deck turning it from an eyesore to a wonder modern deck, which greatly improved the looks of our home. Peter is a skilled craftsman who really pays attention to the smallest details."
Modern Front Entry
Modern Front Entry
Assortment Of Patios
Assortment Of Patios
Assortment Of Patios

+106

17 neighbors recently requested a quote
Avatar for Craft Concrete and Landscaping LLC
Craft Concrete and Landscaping LLC
4.7(
35
)
Concrete Driveways & Floors - Install- For BusinessConcrete Driveways - Install

Serving Osceola, WI and surrounding areas

In business since 2010

Free estimates

Emergency services offered

"Cole and his team did a great job! He took the time to explain everything and made sure I was able to ask questions and give input throughout the process. The driveway turned out beautifully! I would absolutely hire him again and have referred others already!"
Outdoor Living Space
Driveway
Sidewalk
Outdoor Living
Fire pit

+3

Recommended by84%of homeowners
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Asphalt Driveways FAQs, answered by experts

Professionals ensure a solid base and smooth finish, enhancing durability and appearance.

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.

In terms of durability, concrete driveways can last more than 50 years when properly maintained, compared to the typical 30 years for an asphalt driveway. However, the durability depends on the climate, base material and thickness, and thickness of the concrete or asphalt used. The longevity of concrete or asphalt driveways also depends on how well it’s maintained and the amount of wear and tear it endures.

To ensure you hire a reliable and experienced paving company, you should start by finding companies in your area that have at least five to ten years of experience working in your neighborhood. Next, rule out companies with poor reviews online or a series of complaints filed with the Better Business Bureau. Since driveways affect your curb appeal, you should also ask each company for references and pictures of recent work to make sure the work the company does is professional and high quality. Finally, check that the company is licensed and insured.

In most cases, you don’t need a permit to repave your driveway, although some exceptions exist. If you’re widening your driveway and plan on widening the apron as well, you’ll usually need a permit from the Department of Transportation in your area. This permit costs between $50 and $300 in most cases. Most municipalities will also require a certified and insured contractor do the work relating to the apron and curb cut. You can contact your building department or ask your paving company if you need a permit. Your driveway professional will usually pull the permit for you.

The Osceola, WI homeowners’ guide to asphalt driveway services

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