How far is Waterbury, CT from Cheshire, CT?
The driving distance from Waterbury, CT to Cheshire, CT is about 10.8 miles (17.4 km), with a travel time of about 00h 17m by car.
- The straight-line flight distance is about 8.8 miles (14.2 km).
- For a round trip, plan for roughly 00h 35m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 7:00 AM to 7:00 PM EDT.
Reverse, save, or send this route
This is an easy same-day return drive. Copy the route link, send it to another device, or print a clean version before you head out.
This is an easy same-day return drive.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 00h 17m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in New Haven County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Waterbury and Cheshire.
Turn-by-Turn Driving Directions
Step-by-step road directions between Waterbury and Cheshire.
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1
Start on West Main Street
1383 ft · 26 sec · West Main Street
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2
Turn right onto Meadow Street
2052 ft · 44 sec · Meadow Street
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3
Take the ramp slight left toward I 84 East: Hartford
1901 ft · 49 sec
-
4
Merge slight left
4.8 mi · 6 min
-
5
Take the exit slight right toward CT 70: Cheshire
2586 ft · 1 min
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6
Turn right onto Waterbury Road
2.4 mi · 4 min · Waterbury Road
-
7
Continue on West Main Street
1.4 mi · 2 min · West Main Street
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8
Continue on Main Street
1555 ft · 30 sec · Main Street
-
9
Continue on Main Street
783 ft · 17 sec · Main Street
-
10
Turn left onto Academy Road
610 ft · 15 sec · Academy Road
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11
Turn left onto Woodbury Court
93 m · 19 sec · Woodbury Court
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12
Turn left
157 m · 38 sec
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13
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Waterbury and Cheshire.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
I 84 East
Merge slight left
4.85 mi · 00h 06m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A short regional drive
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
Rain Showers Likely leaving Waterbury and Showers And Thunderstorms near Cheshire.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Waterbury to Cheshire?
The road trip is about 10.8 miles (17.4 km) and usually takes 00h 17m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
What is the halfway point on this route?
Prospect is a useful midpoint, sitting about 5.4 miles from Waterbury and 5.4 miles from Cheshire.
How much longer is the road route than the straight-line distance?
The direct path is about 8.8 miles (14.2 km), while the road route adds roughly 2 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 7:00 AM to 7:00 PM EDT. If you want a more comfortable same-day return, try to leave by 7:54 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $1.50 one way or $3.00 round trip. Estimated CO2 is about 3.4 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Waterbury and Showers And Thunderstorms near Cheshire.
Stop Ideas Near Prospect
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Prospect.
Wallingford station
Meriden Transit Center
Berlin
Union Station
Flight Path Map
This map shows the direct air route between Waterbury and Cheshire. Straight-line distance: 8.81 mi (14.18 km).
#1 Waterbury
The second most populous city in Connecticut.
| Population | 106,826 |
| Coordinates | 41.5581500, -73.0515000 |
| Altitude | 82 |
| Country | United States |
#2 Cheshire
Town in Connecticut
| Population | 28,806 |
| Coordinates | 41.4989900, -72.9006600 |
| Altitude | 78 |
| Country | United States |
End: Cheshire (-72.90066, 41.49899)
Estimated Travel Time
Distance: 17 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 00h 21m |
| 40 mph (64.37 km/h) | 00h 16m |
| 50 mph (80.47 km/h) | 00h 12m |
| 60 mph (96.56 km/h) | 00h 10m |
| 70 mph (112.65 km/h) | 00h 09m |
| 80 mph (129 km/h) | 00h 08m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $1.50 | $3.00 |
| Mid-grade | $4.46 | $1.69 | $3.39 |
| Premium | $4.86 | $1.85 | $3.69 |
| Diesel | $6.00 | $2.28 | $4.56 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Connecticut · May 25, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.