The Bedding Plant Capital of Connecticut
Asphalt Paving in Cheshire, CT
Suburban driveways from a town that more than doubled in the 1950s, plus lots along Route 10.
- No-cost estimates at the property
- Written scope with base and asphalt depths listed
- Drainage on steep driveways planned before paving

Driveways in a Postwar Suburb
Asphalt paving in Cheshire is mainly suburban driveway work. Cheshire more than doubled in the 1950s, from 6,295 residents in 1950 to 13,383 in 1960, and kept growing to 28,543 by 2000; it had 28,733 in 2020 and 10,401 housing units. Many driveways in town date from those decades and have been resurfaced at least once.
Wet, cold winters
Cheshire averages about 54.6 inches of precipitation a year, and its average January low is about 15 degrees with highs around 35. That combination is hard on asphalt: lots of water gets into cracks and freezes. Sealing cracks before winter and sealcoating every few years extend driveway life a great deal here.
Older suburban driveways
Driveways from the 1950s through the 1980s usually show the same problems: edges crumbling into the lawn, a dip near the garage, cracks where two paving passes met, and a gray surface. If the base is still firm, an overlay with milled transitions at the garage and street works well. If it has failed, we excavate, rebuild the processed-stone base and repave.
Route 10 and commercial lots
Route 10 is the main north-south road and the busiest in town, lined with shops, offices and restaurants. I-691 skirts the north edge and I-84 crosses the northwest corner. Commercial lots along Route 10 see constant traffic and need regular crack sealing, sealcoating, patching and restriping. Driveways and entrances on Route 10 connect to a state highway, where Connecticut DOT regulates right-of-way work through encroachment permits.
Farmington Canal Trail
The Farmington Canal Heritage Trail runs through Cheshire. Properties along the trail and its road crossings sometimes have drainage that flows toward the trail corridor, so we check where water from a new driveway will go.
Costs and choices
HomeGuide lists new asphalt driveways at about $5 to $12 or more per square foot and resurfacing at $3 to $7, and estimates an overlay typically saves 20 to 30 percent over full replacement. For a typical two-car Cheshire driveway of around 600 square feet, that means roughly $3,000 to $7,200 for a new driveway at national rates. Many Cheshire homeowners also ask about widening for a third car or adding a parking pad; widening at the street may need town approval, and we check before planning it. Sealcoating, at about $1 to $2 per square foot, is the lowest-cost way to protect a driveway that is still solid. We will give you an honest view of which option makes sense for yours.
Cheshire jobs
- Driveway replacement and overlays
- Widening for extra parking
- Sealcoating and crack sealing
- Commercial lots on Route 10
Call (475) 265-7589 or
.Cheshire Facts That Affect Paving
- 1950s boom. Cheshire grew 112 percent in the 1950s, from 6,295 residents in 1950 to 13,383 in 1960; it had 28,733 residents and 10,401 housing units in 2020.
- Precipitation and cold. Cheshire averages 54.57 inches of precipitation a year; January averages a high of 35 degrees and a low of 15 degrees.
- Roads. Route 10 is the main north-south artery and the busiest road in town. I-691 skirts the northern edge and I-84 passes through the northwest.
- Nickname. Cheshire is known as the Bedding Plant Capital of Connecticut, and the Farmington Canal Heritage Trail runs through town.

Our Services in Cheshire, CT
Cheshire Questions
My driveway was built in the 1960s. Overlay or replace?
If the base is still firm and the cracks are surface-level, an overlay. If there are sunken areas or widespread cracking, replace.
Can you pave our Route 10 business lot?
Yes, with phasing to keep you open. Entrance work on Route 10 falls under Connecticut DOT's encroachment permit process.
How often should I seal in Cheshire?
Every few years once cured. With Cheshire's wet winters, fall crack sealing is especially worthwhile.
Can you widen my driveway?
Usually. Widening at the street may need town approval, which we check first.
What does a two-car driveway cost?
At HomeGuide's national rates, roughly $3,000 to $7,200 for 600 square feet of new asphalt. An overlay costs less if the base is sound.
Is sealcoating worth it on a 20-year-old driveway?
If the surface is solid with separate cracks, yes. If cracking is widespread, put the money toward an overlay or replacement.
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