Origin
New Haven, CT
Late night in New Haven on Sunday
Local time
3:59 AM
EDT
Current temp
43°F
Unavailable
Live forecast
Trip from New Haven, CT to Middletown, CT
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
36m
Distance
25.4 mi
41 km
Drive Score
7/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$4
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 33m
★
6 AM
0h 36m
8 AM
0h 42m
10 AM
0h 38m
12 PM
0h 38m
3 PM
0h 39m
5 PM
0h 42m
8 PM
0h 34m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
New Haven, CT
Wikimedia Commons
Middletown, CT
David Kanigan
Trip Overview
Driving from New Haven to Middletown is a quick, straightforward journey covering 25.4 miles. You can expect to reach your destination in about 36 minutes, making this an ideal day trip that requires no overnight stay. The route primarily utilizes the Wilbur Cross Parkway, CT 66, and Dixwell Avenue to navigate through the Northeast. With a total fuel budget of approximately $4, it is a very economical excursion. Whether you are commuting or heading out for a change of pace, this brief trip offers a direct connection between these two Connecticut cities.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Wilbur Cross Parkway | 13.7 mi | 16m |
| CT 66 | 5.5 mi | 9m |
| Dixwell Avenue | 3.8 mi | 6m |
| East Main Street | 1.1 mi | 1m |
| College Street | 0.3 mi | <1m |
| Tower Parkway | 0.2 mi | <1m |
| Grove Street | 0.2 mi | <1m |
| Broadway | <0.1 mi | — |
Some road-level metrics are being recalculated.
Longest stretch:
Wilbur Cross Parkway
— 13.7 mi, about 16m
Turn-by-Turn Driving Directions
Step-by-step road directions between New Haven, CT and Middletown, CT.
1
Start on College Street
0.3 mi
·
29 sec
·
College Street
2
Turn left onto Grove Street
0.2 mi
·
17 sec
·
Grove Street
3
Continue on Tower Parkway
0.2 mi
·
23 sec
·
Tower Parkway
4
Turn right onto Broadway
43 ft
·
0 sec
·
Broadway
5
Turn slight right onto Dixwell Avenue
3.8 mi
·
6 min
·
Dixwell Avenue
Use the straight / right lanes.
6
Take the ramp
0.2 mi
·
20 sec
Toward CT 15 North: Hartford
Use the right lane.
7
Merge onto CT 15
14 mi
·
16 min
·
Wilbur Cross Parkway
Use the straight / right lanes.
8
Take the exit
0.3 mi
·
30 sec
Exit 64B
Toward East Main Street
Use the straight / slight right lanes.
9
Keep slight right at fork
247 ft
·
7 sec
Toward Industrial Area, Wesleyan
10
Turn slight right onto East Main Street
1.1 mi
·
1 min
·
East Main Street
Use the straight / right lanes.
11
Take the ramp
0.1 mi
·
19 sec
12
Merge onto CT 66
5.5 mi
·
9 min
·
CT 66
Use the straight / right lanes.
13
Arrive at destination
Washington Street
Heads-up: tricky spots
5 of 95 decision points cluster between mile 4.4 and 19.9 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
4.4 mi into trip
|
~7m in
Take the ramp toward CT 15 North: Hartford
Lane positioning matters here
Use the right lane.
Toward CT 15 North: Hartford
5
4.6 mi into trip
|
~7m in
|
CT 15 / Wilbur Cross Parkway
Merge onto CT 15 / Wilbur Cross Parkway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / right lanes.
7
18.3 mi into trip
|
~24m 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
18.6 mi into trip
|
~24m 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
19.9 mi into trip
|
~26m in
|
CT 66
Merge onto CT 66
Merge point - match speed before joining. Lane positioning matters here
Use the straight / right lanes.
Fuel & Cost
Regular Gas
$4.09 one way
$8.18 round trip
$4.09/gal
25.4 MPG avg
9 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $4.50 | $9.00 |
| premium | $4.86 | $4.86 | $9.73 |
| diesel | $5.61 | $5.61 | $11.22 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$4
Estimated CO2 emission: 8.9 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $3 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 7.6 | 0 | $2.67 | $1.22 |
| Efficient EV | 6.4 | 0 | $2.22 | $1.02 |
| EV Truck/SUV | 10.2 | 0 | $3.56 | $1.63 |
Gas CO2
9 kg
EV CO2
3 kg (67% 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
Late night in Middletown on Sunday
Local time
3:59 AM
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
1 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
36m 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.
What kind of drive is this?
This highway-focused drive keeps you moving, with 76% of your time spent on high-speed roads. You will settle into a rhythm quickly, as the longest uninterrupted stretch involves 13.7 miles on the Wilbur Cross Parkway. The transition from the parkway to local roads like Dixwell Avenue and CT 66 changes the pace from a fluid highway cruise to a more standard local drive. It is a functional path that prioritizes efficiency over technical winding roads, ensuring you spend less time behind the wheel and more time at your destination.
76% highway — fuel and pacing are the main things to plan.
13 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 13.7 mi on Wilbur Cross Parkway.
How Hard Is This Drive?
8/10
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 4.4 miles in.
Driving Effort
8/10
Focused - busy navigation packed into a short drive
Balances navigation complexity with total wheel time.
This is a short but busy drive. With 9 decision points packed into just 25.4 miles, you will need to pay attention to lane changes and exits — but the whole thing is over in 36m.
Where does it get tricky?
The main spots that need attention: at 4.4 miles: Lane positioning matters here; at 4.6 miles (CT 15 / Wilbur Cross Parkway): Merge point - match speed before joining. Lane positioning matters here; at 18.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between New Haven, CT and Middletown, CT, road signs point toward Industrial Area and Wesleyan.
Industrial Area
18.6 mi in
|
~24m
Wesleyan
18.6 mi in
|
~24m
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 36m. Total distance: 25.4 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
36m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (76%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 13.7 miles on Wilbur Cross Parkway. The full list of main roads is in the Roads section above.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Middletown, CT before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: at 4.4 miles: Lane positioning matters here; at 4.6 miles (CT 15 / Wilbur Cross Parkway): Merge point - match speed before joining. Lane positioning matters here; at 18.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Yes — Weir Farm National Historical Park. See the National Parks section for detour distances and tips on detours.
Yes. A round trip is manageable in a single day if you plan a break at Middletown, CT before heading back.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
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