Origin
Cheshire, CT
Evening in Cheshire on Friday
Local time
7:58 PM
EDT
Current temp
42°F
Unavailable
Live forecast
Trip from Cheshire, CT to New Haven, CT
Compiled and reviewed by the Trip.ovh planning team at COD Solutions Oy · Last reviewed Apr 17, 2026 · Editorial standards
Drive Time
20m
Distance
14.1 mi
23 km
Drive Score
6/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$2
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 19m
★
6 AM
0h 21m
8 AM
0h 25m
10 AM
0h 22m
12 PM
0h 22m
3 PM
0h 22m
5 PM
0h 24m
8 PM
0h 20m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Cheshire, CT
Wikimedia Commons
New Haven, CT
Wikimedia Commons
Trip Overview
This straightforward 14.1-mile drive from Cheshire to New Haven, Connecticut, is easily manageable in about 20 minutes, making it perfect for a single-day trip. With no highway driving and an estimated fuel cost of just $2, it’s an economical option for a quick local excursion. The route primarily utilizes Whitney Avenue, South Main Street, and College Street, offering a direct connection within the Northeast region. Given its short distance and minimal highway share, you won't need an overnight stop, allowing for plenty of flexibility in your schedule.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 20m. Total distance: 14.1 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
20m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (0%). Straightforward navigation.
Scenic Drive
Turn-heavy local drive route profile with national parks nearby.
Drive Character
Expect a decidedly turn-heavy local drive on this route, with a 0% highway share. The longest uninterrupted stretch you'll encounter is 10.2 miles along Whitney Avenue, so be prepared for frequent turns and changes in road character as you navigate through local streets. This isn't a high-speed journey; rather, it’s a more engaged driving experience where you'll be more aware of your surroundings and the need to follow directional cues.
This route has more turning and local-road decision points than a simple highway run.
There are about 9 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Whitney Avenue is the longest continuous segment at about 10.2 miles.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. There are only a few real navigation decisions along the way. The trickiest moment comes around 0.1 miles in near Woodbury Court.
Driving Effort
3/10
Easy - simple navigation with a manageable amount of wheel time
Balances navigation complexity with total wheel time.
This is a straightforward 20m drive. You will face about 5 decision points, but nothing that requires special attention if you follow navigation.
Where does it get tricky?
The main spots that need attention: at 0.1 miles (Woodbury Court): Navigation decision point; at 0.2 miles (CT 68; CT 70 / Academy Road): Navigation decision point; at 0.3 miles (CT 10 / South Main Street): Lane positioning matters here.
Critical Maneuvers
5 of 5 key pointsThese are the spots where you need to pay the most attention. Preview them before you drive.
5
0.1 mi into trip
|
~0m in
|
Woodbury Court
Turn right onto Woodbury Court
Navigation decision point
4
0.2 mi into trip
|
~0m in
|
CT 68; CT 70 / Academy Road
Turn right onto CT 68; CT 70 / Academy Road
Navigation decision point
7
0.3 mi into trip
|
~1m in
|
CT 10 / South Main Street
At end of road, turn left onto CT 10 / South Main Street
Lane positioning matters here
Use the straight / right lanes.
5
13.7 mi into trip
|
~20m in
|
Grove Street
Turn right onto Grove Street
Navigation decision point
6
13.8 mi into trip
|
~20m in
|
College Street
Turn sharp left onto College Street
Sharp turn - reduce speed on approach
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Whitney Avenue | 10.2 mi | 14m |
| South Main Street | 3 mi | 3m |
| College Street | 0.3 mi | <1m |
| Temple Street | 0.3 mi | <1m |
| Academy Road | 0.1 mi | <1m |
| Grove Street | 0.1 mi | <1m |
| Woodbury Court | <0.1 mi | <1m |
Longest stretch:
Whitney Avenue
— 10.2 mi, about 14m
Turn-by-Turn Driving Directions
Step-by-step road directions between Cheshire, CT and New Haven, CT.
1
Start on this road
514 ft
·
39 sec
·
this road
2
Turn right onto Woodbury Court
305 ft
·
14 sec
·
Woodbury Court
3
Turn right onto CT 68; CT 70
0.1 mi
·
18 sec
·
Academy Road
4
At end of road, turn left onto CT 10
3.0 mi
·
3 min
·
South Main Street
Use the straight / right lanes.
5
Continue on CT 10
10 mi
·
14 min
·
Whitney Avenue
Use the straight / right lanes.
6
Continue on Temple Street
0.3 mi
·
29 sec
·
Temple Street
7
Turn right onto Grove Street
0.1 mi
·
18 sec
·
Grove Street
8
Turn sharp left onto College Street
0.3 mi
·
27 sec
·
College Street
9
Arrive at destination
College Street
Fuel & Cost
Regular Gas
$2.27 one way
$4.54 round trip
$4.09/gal
25.4 MPG avg
5 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $2.50 | $4.99 |
| premium | $4.86 | $2.70 | $5.40 |
| diesel | $5.61 | $3.11 | $6.23 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$2
Estimated CO2 emission: 4.9 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $1 in charging · 0 stops · 60% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 4.2 | 0 | $1.48 | $0.68 |
| Efficient EV | 3.5 | 0 | $1.23 | $0.56 |
| EV Truck/SUV | 5.6 | 0 | $1.97 | $0.90 |
Gas CO2
5 kg
EV CO2
2 kg (60% 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
New Haven, CT
Evening in New Haven on Friday
Local time
7:58 PM
EDT
Current temp
43°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 warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
20m 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 Cheshire, CT to New Haven, CT covers 14.1 miles and takes about 20m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Whitney Avenue, South Main Street, College Street. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 7 miles from Cheshire, CT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $2.27 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 straightforward 20m drive. You will face about 5 decision points, but nothing that requires special attention if you follow navigation.
The main spots that need attention: at 0.1 miles (Woodbury Court): Navigation decision point; at 0.2 miles (CT 68; CT 70 / Academy Road): Navigation decision point; at 0.3 miles (CT 10 / South Main Street): Lane positioning matters here.
The route from Cheshire, CT to New Haven, CT does not surface many named destination signs beyond the main corridor.
Yes. Nearby national parks include Weir Farm National Historical Park.
How this page is built
Compiled by the Trip.ovh 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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