Origin
New Haven, CT
Late night in New Haven on Sunday
Local time
3:54 AM
EDT
Current temp
43°F
Unavailable
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
1h 9m
Distance
51.2 mi
82 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$8
one way
EV Charging
Fair
3 stations
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
New Haven, CT
Wikimedia Commons
Winsted, CT
Wikimedia Commons
If you are looking to travel from New Haven to Winsted, you are in for a straightforward 51.2-mile journey through the heart of Connecticut. Expect to spend about 1 hour and 9 minutes behind the wheel, making this an ideal candidate for a single-day trip that requires no overnight stops. Budget approximately $8 for fuel to cover the distance. Because this route avoids highways entirely, you will get a true feel for the local landscape as you transition through the Northeast region. It is a practical, no-nonsense drive that connects two distinct parts of the state without the rush of interstate travel.
| Road | Distance | Duration |
|---|---|---|
| CT 8 | 39.5 mi | 48m |
| Amity Road | 3.4 mi | 5m |
| Whalley Avenue | 2.8 mi | 4m |
| Seymour Road | 2.5 mi | 4m |
| New Haven Road | 1.5 mi | 2m |
| South Main Street | 0.3 mi | <1m |
| Park Place | 0.3 mi | <1m |
| College Street | 0.3 mi | <1m |
Step-by-step road directions between New Haven, CT and Winsted, CT.
Start on College Street
Turn left onto Grove Street
Continue on Tower Parkway
Turn slight right onto Whalley Avenue
Continue on CT 63
Turn left onto CT 67
Continue on CT 67
Take the ramp
Merge onto CT 8
Continue on CT 8
Continue on CT 8
At end of road, turn right onto US 44; CT 8; CT 183
Turn right onto CT 8
Continue on CT 8
Arrive at destination
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
26 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.
A short stop after about 11 miles helps settle the day before fatigue starts building.
The midpoint is around 25.6 miles from New Haven, CT, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
5 decision points cluster between mile 0.3 and 22.2 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
Turn left onto Grove Street
Navigation decision point
Turn left onto CT 67 / Seymour Road
Lane positioning matters here
Merge onto CT 8
Merge point - match speed before joining. Lane positioning matters here
Continue onto CT 8 toward I 84 East: Hartford
Lane positioning matters here
Continue onto CT 8 toward I 84 West: Danbury
Lane positioning matters here
Regular Gas
$8.24 one way
$16.48 round trip
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $9.07 | $18.14 |
| premium | $4.86 | $9.80 | $19.61 |
| diesel | $5.61 | $11.30 | $22.61 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$8
Estimated CO2 emission: 17.9 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $5 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 15.4 | 0 | $5.38 | $2.46 |
| Efficient EV | 12.8 | 0 | $4.48 | $2.05 |
| EV Truck/SUV | 20.5 | 0 | $7.17 | $3.28 |
Gas CO2
18 kg
EV CO2
6 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.
Current conditions at both ends of the drive.
Origin
Late night in New Haven on Sunday
Local time
3:54 AM
EDT
Current temp
43°F
Unavailable
Destination
Late night in Winsted on Sunday
Local time
3:54 AM
EDT
Current temp
39°F
Unavailable
Time zone
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
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.
Prepare for a turn-heavy, local-road experience that stays entirely off the highway system. You will navigate your way out of New Haven via Grove Street, Tower Parkway, and Whalley Avenue, setting the tone for a drive defined by local navigation rather than high-speed cruising. Since the highway share is 0%, you should anticipate a slower, more deliberate pace compared to typical interstate travel. There are no long, uninterrupted stretches here, so you will need to remain attentive to the frequent turns required to reach Winsted. It is a hands-on driving experience that demands your focus as you move through the winding local corridors.
This is a straightforward highway drive that stays mostly on CT 8 and Amity Road. You will hit about 8 points where you need to pay attention to lane position or signs. The trickiest moment comes around 0.3 miles in near Grove Street.
Moderate - straightforward overall, but long enough or busy enough to require pacing
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 51.2 miles you will encounter 8 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 0.3 miles (Grove Street): Navigation decision point; at 6.9 miles (CT 67 / Seymour Road): Lane positioning matters here; at 11.1 miles (CT 8): Merge point - match speed before joining. Lane positioning matters here.
Gently rolling terrain
Total Climb
1,141 ft
Total Descent
474 ft
Highest Point
764 ft
~47.6 mi in
Elevation Range
725 ft
Weekend Trip
Doable as a same-day drive at 1h 9m. Total distance: 51.2 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 9m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (78%). Some complex stretches to watch for.
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, USGS 3DEP for elevation, and NPS for national parks. See our methodology for refresh cadence and limitations.
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