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Best paving pros near Cumberland, WI

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Top-Rated Paving pros in Cumberland - Updated Nov 2026

Kuehndorf Services
4.4(
11
)
Interlocking Pavers for Patios, Walks & Steps - Install

Serving Cumberland, WI and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"Zak and Jason did a fabulous job on my backyard fence. They came up with ideas for the fence placement that I would never have thought of. So easy to work with and very conscientious. I would absolutely hire them again!"
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 Patios, Walks & Steps - Install

Serving Cumberland, 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

+99

16 neighbors recently requested a quote
Avatar for Colonial Chimney
Colonial Chimney
5.0(
2
)
Gravel or Loose Fill Paving - Install, Spread or Scrape

Serving Cumberland, WI and surrounding areas

In business since 1999

Free estimates

Emergency services offered

"This project was beyond our expectations.Colonial Chimney was able to restore the craftsmanship to our home that was built in 1930.After getting several bids,none had the skill to restore the tree that was embossed on the chimney.The crew was outstanding,very meticulous,and courteous.The stucco restoration was done with precision and artistry from a true master.The chimney is absolutely beautiful.We highly recommend Colonial Chimney."
Masonry chimney  repair
Masonry chimney  repair
Chimney Repair Project
Masonry Project
Chimney Repair Project

+6

Recommended by100%of homeowners
Hip & Ridge Construction
4.5(
6
)
Asphalt Paving - InstallAsphalt Paving - Install- For BusinessAsphalt Paving - Repair or Patch+1 more

Serving Cumberland, WI and surrounding areas

In business since 2011

Free estimates

Credit card accepted

"The roofers were extremely professional and nice. They found that the previous roofers did not put flashing around the skylights. All of the wood around them was rotten. They had to take all six skylights out to replace the wood. They did it with minimal dust inside. They took the time to put extra ice and snow barriers around the skylights. They went above and beyond. I would recommend Brian and his crew to anyone. Todd from Hip and Ridge Construction is friendly, professional and honest."
Recommended by100%of homeowners
Showing 1-10 of 24
Paving Services FAQs, answered by experts

If your driveway is cracked, you can repave it with a process called asphalt overlay. Overlay is more cost-effective than a full replacement but is better suited for minor cracks and issues. If you have major cracks or other problems like water pooling, asphalt overlay isn’t your best bet. Plus, paving over a cracked driveway only extends the lifetime by about 10 years, whereas replacing it would start the clock over completely to give you up to 30 years.

Whether you decide to DIY paver installation or want to hire a pro, it’s smart to understand the process. First, you’ll need to prepare the area by clearing away grass and dirt. Next, you’ll add the paver base of gravel and sand before laying the pavers on top. You may need to cut pavers to fit your space or the landscaping design and add edging stones.

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.

Asphalt paving offers several benefits, including cost-effectiveness and a quick installation process. It provides a durable and smooth surface, making it ideal for high-traffic areas. With proper maintenance, asphalt also offers longevity.

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 Cumberland, WI homeowners’ guide to paving services

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