Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Sep 6, 2026 · Editorial standards
Drive Time
1h 25m
Distance
59.9 mi
96 km
Drive Score
9/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$10
one way
EV Charging
Unknown
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Bridgeport, CT
Wikimedia Commons
Simsbury, CT
Wikimedia Commons
The drive from Bridgeport, CT to Simsbury, CT covers 59.9 miles and takes about 1h 25m 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, South Main Street, Waterville Road for much of the mileage, and the overall profile is mixed highway & surface. The longest uninterrupted segment is about 14.1 miles on Wilbur Cross Parkway. At current regular gas prices, budget about $9.98 one way before food or hotel costs.
| Road | Distance | Duration |
|---|---|---|
| Wilbur Cross Parkway | 14.1 mi | 17m |
| South Main Street | 6.8 mi | 8m |
| Waterville Road | 5.6 mi | 10m |
| Whitney Avenue | 5.5 mi | 7m |
| CT 8 | 4.5 mi | 5m |
| Highland Avenue | 4.4 mi | 5m |
| Hopmeadow Street | 4.2 mi | 9m |
| Merritt Parkway | 3 mi | 4m |
Step-by-step road directions between Bridgeport, CT and Simsbury, CT.
Start on CT 130
Take the ramp
Merge onto CT 8; CT 25
Keep slight right at fork onto CT 8
Take the exit
Merge onto CT 15
Continue on CT 15
Take the exit
Turn right onto Whitney Avenue
Continue on CT 10
Continue on CT 10
Continue on CT 10
Continue on CT 10
Continue on CT 10
Continue on CT 10
Continue on CT 10
Continue on CT 10
Continue on CT 10
Continue on CT 10
Turn left onto US 44; CT 10
Turn right onto US 202; CT 10
Continue on US 202; CT 10
Arrive at destination
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
30 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 13 miles helps settle the day before fatigue starts building.
The midpoint is around 29.9 miles from Bridgeport, 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 3.2 and 54.1 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
Keep slight right at fork onto CT 8 toward CT 8 North: Waterbury, New Haven
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Take the exit toward CT 15 North: Merritt Parkway, New Haven
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Take the exit toward Whitney Avenue, Hamden
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Turn right onto Whitney Avenue
Lane positioning matters here
Turn left onto US 44; CT 10 / East Main Street
Lane positioning matters here
Regular Gas
$9.98 one way
$19.96 round trip
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.70 | $11.07 | $22.14 |
| premium | $5.07 | $11.95 | $23.89 |
| diesel | $5.60 | $13.20 | $26.41 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$10
Estimated CO2 emission: 21 kg one way. Prices: EIA weekly data, 2026-08-31.
Driving Electric?
About $6 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 18 | 0 | $6.29 | $2.88 |
| Efficient EV | 15 | 0 | $5.24 | $2.40 |
| EV Truck/SUV | 24 | 0 | $8.39 | $3.83 |
Gas CO2
21 kg
EV CO2
7 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 Bridgeport on Sunday
Local time
12:22 AM
EDT
Current temp
73°F
Chance Rain Showers
Destination
Late night in Simsbury on Sunday
Local time
12:22 AM
EDT
Current temp
75°F
Mostly Cloudy
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
The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
59.9 mi in 1h 25m — 36% highway, the rest on surface roads. Biggest road: Wilbur Cross Parkway.
This route mixes highway mileage with some local-road sections near the start or finish. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 3.2 miles in near CT 8.
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 59.9 miles you will encounter 9 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 3.2 miles (CT 8): Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 5 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 22.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Mostly flat terrain
Total Climb
514 ft
Total Descent
353 ft
Highest Point
254 ft
~17.1 mi in
Elevation Range
257 ft
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Bridgeport, CT and Simsbury, CT, road signs point toward New Haven and Hamden.
New Haven
Hamden
Founded 1821
Bridgeport is a city in Connecticut. Bridgeport has beaches and parks, but the biggest attraction is the Klein Memorial Auditorium, a performing arts theater.
Top landmarks
Founded 1642
Simsbury is a town of 25,000 people (2021) in Hartford County, Connecticut.
Top landmarks
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Weekend Trip
Doable as a same-day drive at 1h 25m. Total distance: 59.9 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 25m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (36%). Some complex stretches to watch for.
Scenic Drive
Mixed highway & surface route profile with national parks nearby.
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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