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Trip from Cheshire, CT to New Haven, CT

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 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

Save up to 6 min
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.

town in New Haven County, Connecticut, United States

Cheshire, CT

Wikimedia Commons

Downtown New Haven, CT, CT

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.

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

Heads-up: tricky spots

5 of 5

5 decision points cluster between mile 0.1 and 13.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

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

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.

Forecast as of Apr 20, 2026

Origin

Cheshire, CT

Late night in Cheshire on Tuesday

Local time

5:08 AM

EDT

Current temp

59°F

Unavailable

Live forecast

Destination

New Haven, CT

Late night in New Haven on Tuesday

Local time

5:08 AM

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

16 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

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.

What kind of drive is this?

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.

Only 0% highway — the rest is turn-by-turn surface driving.
9 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 10.2 mi on Whitney Avenue.

How Hard Is This Drive?

3/10

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.

About the Cities

Arriving in New Haven, CT

Full guide →

New Haven is a city in Connecticut that is best known as the home of Yale University.

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

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

Mostly surface roads route profile with national parks nearby.

Frequently Asked Questions

The longest stretch is about 10.2 miles on Whitney Avenue. The full list of main roads is in the Roads section above.

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 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.

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 New Haven, 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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