How far is Waterbury, CT from Westport, CT?
The driving distance from Waterbury, CT to Westport, CT is about 39.6 miles (63.8 km), with a travel time of about 00h 52m by car.
- The straight-line flight distance is about 32.9 miles (52.9 km).
- For a round trip, plan for roughly 01h 45m 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 52m.
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.
A town in Fairfield County, Connecticut.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Waterbury and Westport.
Turn-by-Turn Driving Directions
Step-by-step road directions between Waterbury and Westport.
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1
Start on West Main Street
1403 ft · 50 sec · West Main Street
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2
Turn left onto Riverside Street
35 m · 2 sec · Riverside Street
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3
Continue on Riverside Street
1863 ft · 40 sec · Riverside Street
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4
Take the ramp straight toward CT 8 South: Bridgeport
1266 ft · 31 sec
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5
Merge slight right
23.7 mi · 29 min
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6
Take the exit slight right toward CT 15 South: Merritt Parkway, New York City
1.3 km · 1 min
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7
Merge slight left onto Merritt Parkway
12.2 mi · 16 min · Merritt Parkway
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8
Take the exit slight right toward CT 57: Westport, Weston
696 ft · 21 sec
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9
At the end of the road, turn right onto Weston Road
1073 ft · 24 sec · Weston Road
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10
Keep slight right to continue on Weston Road
118 m · 8 sec · Weston Road
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11
Turn straight onto Main Street
1546 ft · 33 sec · Main Street
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12
Turn left onto Compo Road North
1.3 km · 1 min · Compo Road North
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13
Turn right onto Evergreen Avenue
2423 ft · 49 sec · Evergreen Avenue
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14
At the end of the road, turn left onto Myrtle Avenue
764 ft · 19 sec · Myrtle Avenue
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15
Turn left onto Post Road East
14 m · 1 sec · Post Road East
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16
Arrive at your destination
0 m · 1 sec · Post Road East
Car Route Details
A richer read on the saved driving route between Waterbury and Westport.
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.
CT 8 South
Merge slight right
23.7 mi · 00h 29m
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.
Mostly Sunny leaving Waterbury and Sunny near Westport.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Waterbury to Westport?
The road trip is about 39.6 miles (63.8 km) and usually takes 00h 52m 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?
Shelton is a useful midpoint, sitting about 19.8 miles from Waterbury and 19.8 miles from Westport.
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 6.7 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 4:44 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.52 one way or $11.05 round trip. Estimated CO2 is about 12.4 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Waterbury and Sunny near Westport.
Stop Ideas Near Shelton
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 Shelton.
Union Station
Bridgeport
Wallingford station
Meriden Transit Center
Flight Path Map
This map shows the direct air route between Waterbury and Westport. 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 Westport
Town in Connecticut
| Population | 28,444 |
| Coordinates | 41.1414900, -73.3579000 |
| Altitude | 9 |
| Country | United States |
End: Westport (-73.3579, 41.14149)
Estimated Travel Time
Distance: 64 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 19m |
| 40 mph (64.37 km/h) | 00h 59m |
| 50 mph (80.47 km/h) | 00h 47m |
| 60 mph (96.56 km/h) | 00h 39m |
| 70 mph (112.65 km/h) | 00h 33m |
| 80 mph (129 km/h) | 00h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.52 | $11.05 |
| Mid-grade | $4.46 | $6.24 | $12.48 |
| Premium | $4.86 | $6.80 | $13.60 |
| Diesel | $6.00 | $8.40 | $16.79 |
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 13, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.