Origin
Trumbull, CT
Evening in Trumbull on Thursday
Local time
7:59 PM
EDT
Current temp
56°F
Unavailable
Live forecast
Trip from Trumbull, CT to Middletown, CT
Last recalculated Apr 16, 2026
Drive Time
55m
Distance
39.9 mi
64 km
Drive Score
6/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$6
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 51m
★
6 AM
0h 56m
8 AM
1h 5m
10 AM
0h 59m
12 PM
0h 58m
3 PM
0h 59m
5 PM
1h 4m
8 PM
0h 53m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Trumbull, CT
Wikimedia Commons
Middletown, CT
David Kanigan
Trip Overview
The drive from Trumbull, CT to Middletown, CT covers 39.9 miles and takes about 55m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Wilbur Cross Parkway, CT 66, Merritt Parkway for much of the mileage, and the overall profile is highway-focused drive. The longest uninterrupted segment is about 26.4 miles on Wilbur Cross Parkway. At current regular gas prices, budget about $6.42 one way before food or hotel costs.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 55m. Total distance: 39.9 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
55m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (92%). Some complex stretches to watch for.
Drive Character
This is a 55m highway drive covering 39.9 miles, with most of the trip on Wilbur Cross Parkway and CT 66. The longest continuous stretch is about 26.4 miles on Wilbur Cross Parkway.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 16 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Wilbur Cross Parkway is the longest continuous segment at about 26.4 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on Wilbur Cross Parkway and CT 66. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.4 miles in near Reservoir Avenue.
Driving Effort
7/10
Focused - busy navigation packed into a short drive
Balances navigation complexity with total wheel time.
This is a short but busy drive. With 12 decision points packed into just 39.9 miles, you will need to pay attention to lane changes and exits — but the whole thing is over in 55m.
Where does it get tricky?
The main spots that need attention: at 0.4 miles (Reservoir Avenue): Navigation decision point; at 1.7 miles (CT 15 / Merritt Parkway): Merge point - match speed before joining. Lane positioning matters here; at 32.7 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Critical Maneuvers
5 of 12 key pointsThese are the spots where you need to pay the most attention. Preview them before you drive.
5
0.4 mi into trip
|
~1m in
|
Reservoir Avenue
Turn left onto Reservoir Avenue
Navigation decision point
5
1.7 mi into trip
|
~4m in
|
CT 15 / Merritt Parkway
Merge onto CT 15 / Merritt Parkway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
7
32.7 mi into trip
|
~43m in
Take the exit toward East Main Street
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Exit 64B
Toward East Main Street
7
33 mi into trip
|
~44m in
Keep slight right at fork toward Industrial Area, Wesleyan
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Toward Industrial Area, Wesleyan
5
34.3 mi into trip
|
~46m in
|
CT 66
Merge onto CT 66
Merge point - match speed before joining. Lane positioning matters here
Use the straight / right lanes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Trumbull, CT and Middletown, CT, road signs point toward Industrial Area and Wesleyan.
Industrial Area
33 mi in
|
~44m
Wesleyan
33 mi in
|
~44m
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Wilbur Cross Parkway | 26.4 mi | 32m |
| CT 66 | 5.5 mi | 9m |
| Merritt Parkway | 4.6 mi | 6m |
| East Main Street | 1.1 mi | 1m |
| White Plains Road | 1 mi | 2m |
| Suzanne Circle | 0.1 mi | <1m |
| Reservoir Avenue | 0.1 mi | <1m |
| Geraldine Circle | 0.1 mi | <1m |
Longest stretch:
Wilbur Cross Parkway
— 26.4 mi, about 32m
Turn-by-Turn Driving Directions
Step-by-step road directions between Trumbull, CT and Middletown, CT.
1
Start on Moorland Road
362 ft
·
20 sec
·
Moorland Road
2
Turn left onto Suzanne Circle
0.1 mi
·
32 sec
·
Suzanne Circle
3
Turn right onto Lawrence Road
90 ft
·
7 sec
·
Lawrence Road
4
Turn left onto Geraldine Circle
0.1 mi
·
29 sec
·
Geraldine Circle
5
Turn left onto Geraldine Place
266 ft
·
17 sec
·
Geraldine Place
6
Turn left onto Reservoir Avenue
0.1 mi
·
16 sec
·
Reservoir Avenue
7
Turn right onto CT 127
1.0 mi
·
2 min
·
White Plains Road
8
Take the ramp
0.2 mi
·
26 sec
Toward CT 15 North: New Haven
9
Merge onto CT 15
4.6 mi
·
6 min
·
Merritt Parkway
Use the straight / slight right lanes.
10
Continue on CT 15
26 mi
·
32 min
·
Wilbur Cross Parkway
Use the straight / slight right lanes.
11
Take the exit
0.3 mi
·
30 sec
Exit 64B
Toward East Main Street
Use the straight / slight right lanes.
12
Keep slight right at fork
247 ft
·
7 sec
Toward Industrial Area, Wesleyan
13
Turn slight right onto East Main Street
1.1 mi
·
1 min
·
East Main Street
Use the straight / right lanes.
14
Take the ramp
0.1 mi
·
19 sec
15
Merge onto CT 66
5.5 mi
·
9 min
·
CT 66
Use the straight / right lanes.
16
Arrive at destination
Washington Street
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 19.9 mi from Trumbull, CT · 27m into the drive
Mid-route town
Meal stop
20 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 39.9 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 19.9 miles from Trumbull, CT, which is a good place for a longer meal and fuel stop.
Arriving in Middletown, CT
Allow a few extra minutes for the final approach into Middletown, CT if you are unfamiliar with the area.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$6.42 one way
$12.85 round trip
$4.09/gal
25.4 MPG avg
14 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $7.07 | $14.13 |
| premium | $4.86 | $7.64 | $15.28 |
| diesel | $5.61 | $8.81 | $17.62 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$6
Estimated CO2 emission: 14 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $4 in charging · 0 stops · 64% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 12 | 0 | $4.19 | $1.92 |
| Efficient EV | 10 | 0 | $3.49 | $1.60 |
| EV Truck/SUV | 16 | 0 | $5.59 | $2.55 |
Gas CO2
14 kg
EV CO2
5 kg (64% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Middletown, CT
Evening in Middletown on Thursday
Local time
7:59 PM
EDT
Current temp
42°F
Unavailable
Live forecast
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
14 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
55m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Trumbull, CT to Middletown, CT covers 39.9 miles and takes about 55m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Wilbur Cross Parkway, CT 66, Merritt Parkway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 19.9 miles from Trumbull, CT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $6.42 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This is a short but busy drive. With 12 decision points packed into just 39.9 miles, you will need to pay attention to lane changes and exits — but the whole thing is over in 55m.
The main spots that need attention: at 0.4 miles (Reservoir Avenue): Navigation decision point; at 1.7 miles (CT 15 / Merritt Parkway): Merge point - match speed before joining. Lane positioning matters here; at 32.7 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Between Trumbull, CT and Middletown, CT, road signs point toward Industrial Area and Wesleyan.
Yes. Nearby national parks include Weir Farm National Historical Park.
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