How far is Waterbury, CT from Chester, CT?
The driving distance from Waterbury, CT to Chester, CT is about 40.1 miles (64.6 km), with a travel time of about 00h 54m by car.
- The straight-line flight distance is about 32.9 miles (52.9 km).
- For a round trip, plan for roughly 01h 48m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
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 54m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Connecticut, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Waterbury and Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Waterbury and Chester.
-
1
Start on West Main Street
1383 ft · 26 sec · West Main Street
-
2
Turn right onto Meadow Street
2052 ft · 44 sec · Meadow Street
-
3
Take the ramp slight left toward I 84 East: Hartford
1901 ft · 49 sec
-
4
Merge slight left
7.2 mi · 9 min
-
5
Take the exit slight right toward I 691 East: Meriden
2821 ft · 54 sec
-
6
Continue straight
8.1 mi · 10 min
-
7
Continue straight
7 mi · 12 min
-
8
Take the ramp slight right toward CT 9 South, CT 17 South: Old Saybrook, New Haven
40 m · 3 sec
-
9
Merge slight left
14.6 mi · 18 min
-
10
Take the exit slight right toward CT 148: Chester
1993 ft · 55 sec
-
11
Turn left onto West Main Street
1.3 mi · 2 min · West Main Street
-
12
Turn straight onto Water Street
1 m · 1 sec · Water Street
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13
Arrive at your destination
0 m · 1 sec · Water Street
Car Route Details
A richer read on the saved driving route between Waterbury and Chester.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
CT 9 South
Merge slight left
14.6 mi · 00h 18m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Partly Sunny leaving Waterbury and Mostly Sunny near Chester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Waterbury to Chester?
The road trip is about 40.1 miles (64.6 km) and usually takes 00h 54m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Middlefield is a useful midpoint, sitting about 20.1 miles from Waterbury and 20.1 miles from Chester.
How much longer is the road route than the straight-line distance?
The direct path is about 32.9 miles (52.9 km), while the road route adds roughly 7.2 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:42 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.60 one way or $11.20 round trip. Estimated CO2 is about 12.6 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Waterbury and Mostly Sunny near Chester.
Stop Ideas Near Middlefield
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 Middlefield.
Meriden Transit Center
Wallingford station
Berlin
Hartford Union Station
Flight Path Map
This map shows the direct air route between Waterbury and Chester. Straight-line distance: 32.88 mi (52.92 km).
#1 Waterbury
The second most populous city in Connecticut.
| Population | 106,826 |
| Coordinates | 41.5581500, -73.0515000 |
| Altitude | 82 |
| Country | United States |
#2 Chester
Town in Middlesex County, Connecticut, United States
| Population | 4,175 |
| Coordinates | 41.4031500, -72.4509200 |
| Altitude | 5 |
| Country | United States |
End: Chester (-72.45092, 41.40315)
Estimated Travel Time
Distance: 65 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 20m |
| 40 mph (64.37 km/h) | 01h 00m |
| 50 mph (80.47 km/h) | 00h 48m |
| 60 mph (96.56 km/h) | 00h 40m |
| 70 mph (112.65 km/h) | 00h 34m |
| 80 mph (129 km/h) | 00h 30m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.60 | $11.20 |
| Mid-grade | $4.46 | $6.33 | $12.66 |
| Premium | $4.86 | $6.90 | $13.80 |
| Diesel | $6.00 | $8.52 | $17.03 |
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 30, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.