How far is Middletown, CT from Westport, CT?
The driving distance from Middletown, CT to Westport, CT is about 52.5 miles (84.5 km), with a travel time of about 01h 10m by car.
- The straight-line flight distance is about 46.8 miles (75.3 km).
- For a round trip, plan for roughly 02h 21m 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 01h 10m.
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
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Middletown and Westport.
Turn-by-Turn Driving Directions
Step-by-step road directions between Middletown and Westport.
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1
Start on Washington Street
2.5 mi · 5 min · Washington Street
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2
Continue on Meriden Road
4.2 mi · 6 min · Meriden Road
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3
Take the exit slight left toward I 91 South, CT 15 South: New Haven
1371 ft · 34 sec
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4
Merge slight left
736 ft · 11 sec
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5
Take the exit slight right toward CT 15 South
1825 ft · 35 sec
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6
Keep slight left to continue on CT 15 South
133 m · 8 sec
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7
Merge slight left
42.9 mi · 54 min
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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 Middletown 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 15 South
Merge slight left
42.9 mi · 00h 54m
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.
Sunny leaving Middletown and Sunny near Westport.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Middletown to Westport?
The road trip is about 52.5 miles (84.5 km) and usually takes 01h 10m 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?
Woodbridge is a useful midpoint, sitting about 26.2 miles from Middletown and 26.3 miles from Westport.
How much longer is the road route than the straight-line distance?
The direct path is about 46.8 miles (75.3 km), while the road route adds roughly 5.7 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 4:08 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.30 one way or $14.60 round trip. Estimated CO2 is about 16.4 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Middletown and Sunny near Westport.
Stop Ideas Near Woodbridge
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 Woodbridge.
Union Station
Wallingford station
Bridgeport
Meriden Transit Center
Flight Path Map
This map shows the direct air route between Middletown and Westport. Straight-line distance: 46.81 mi (75.33 km).
#1 Middletown
A city in Middlesex County, Connecticut.
| Population | 46,013 |
| Coordinates | 41.5623200, -72.6506500 |
| Altitude | 12 |
| 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: 85 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 45m |
| 40 mph (64.37 km/h) | 01h 18m |
| 50 mph (80.47 km/h) | 01h 03m |
| 60 mph (96.56 km/h) | 00h 52m |
| 70 mph (112.65 km/h) | 00h 45m |
| 80 mph (129 km/h) | 00h 39m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.30 | $14.60 |
| Mid-grade | $4.46 | $8.25 | $16.49 |
| Premium | $4.86 | $8.99 | $17.97 |
| Diesel | $6.00 | $11.09 | $22.19 |
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.