Origin
Bridgeport, CT
Afternoon in Bridgeport on Saturday
Local time
4:30 PM
EDT
Current temp
44°F
Unavailable
Live forecast
Trip from Bridgeport, CT to South Windham, CT
Compiled and reviewed by the Trip.ovh planning team at COD Solutions Oy · Last reviewed Apr 18, 2026 · Editorial standards
Drive Time
1h 47m
Distance
82.6 mi
133 km
Drive Score
7/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$13
one way
EV Charging
Unknown
Best Time to Leave
4 AM
1h 39m
★
6 AM
1h 47m
8 AM
2h 3m
10 AM
1h 53m
12 PM
1h 51m
3 PM
1h 54m
5 PM
2h 2m
8 PM
1h 42m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Bridgeport, CT
Wikimedia Commons
Trip Overview
The drive from Bridgeport, CT to South Windham, CT covers 82.6 miles and takes about 1h 47m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on CT 8, CT 8 North, CT 15 North for much of the mileage, and the overall profile is mostly surface roads. At current regular gas prices, budget about $13.30 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
41.3 miles from Bridgeport, CT
A natural place for your longest stop of the day , about 53m into the drive .
Main Roads
| Road | Distance | Duration |
|---|---|---|
| CT 8 | — | — |
| CT 8 North | — | — |
| CT 15 North | — | — |
| Merritt Parkway | — | — |
| Wilbur Cross Parkway | — | — |
| I 91 North | — | — |
| CT 3 North | — | — |
| CT 2 East | — | — |
Some road-level metrics are being recalculated.
Longest stretch:
CT 8
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bridgeport, CT and South Windham, CT.
1
Start on Fairfield Avenue
0.3 mi
·
33 sec
·
Fairfield Avenue
2
Take the ramp right toward CT 8, CT 25 North: Trumbull, Waterbury
0.2 mi
·
30 sec
·
CT 8, CT 25 North: Trumbull, Waterbury
3
Merge slight left
2.7 mi
·
2 min
4
Keep slight right to continue on CT 8 North: Waterbury, New Haven
1.8 mi
·
2 min
·
CT 8 North: Waterbury, New Haven
5
Take the exit slight right toward CT 15 North: Merritt Parkway, New Haven
0.7 mi
·
1 min
·
CT 15 North: Merritt Parkway, New Haven
6
Merge slight left onto Merritt Parkway
3.0 mi
·
4 min
·
Merritt Parkway
7
Continue on Wilbur Cross Parkway
27 mi
·
33 min
·
Wilbur Cross Parkway
8
Take the exit slight right toward I 91 North, CT 66 East: Hartford, Middletown
0.3 mi
·
39 sec
·
I 91 North, CT 66 East: Hartford, Middletown
9
Merge slight left
14 mi
·
15 min
10
Take the exit slight right toward CT 3 North: Glastonbury, Old Wethersfield
0.2 mi
·
23 sec
·
CT 3 North: Glastonbury, Old Wethersfield
11
Keep slight left to continue on CT 3 North: Glastonbury
0.3 mi
·
37 sec
·
CT 3 North: Glastonbury
12
Merge slight left
1.9 mi
·
2 min
13
Keep slight right to continue on CT 2 East: Norwich
0.3 mi
·
34 sec
·
CT 2 East: Norwich
14
Merge slight left
0.4 mi
·
33 sec
15
Keep slight right
10 mi
·
11 min
16
Take the exit slight right toward CT 66: Willimantic, Middletown
0.2 mi
·
36 sec
·
CT 66: Willimantic, Middletown
17
Keep slight left to continue on CT 66 East: Hebron, Willimantic
177 ft
·
12 sec
·
CT 66 East: Hebron, Willimantic
18
Turn left onto East Hampton Road
518 ft
·
7 sec
·
East Hampton Road
19
Continue on Hebron Road
2.2 mi
·
2 min
·
Hebron Road
20
Continue on West Main Street
3.0 mi
·
3 min
·
West Main Street
21
Continue on Main Street
1.4 mi
·
1 min
·
Main Street
22
Continue on Middletown Road
6.8 mi
·
7 min
·
Middletown Road
23
Take the exit slight right toward CT 32: Stafford Springs, Willimantic
0.2 mi
·
42 sec
·
CT 32: Stafford Springs, Willimantic
24
Turn right onto Main Street
0.7 mi
·
1 min
·
Main Street
25
Turn left onto West Avenue
453 ft
·
13 sec
·
West Avenue
26
Turn right onto Valley Street
1.3 mi
·
3 min
·
Valley Street
27
Turn right onto Jackson Street
0.1 mi
·
17 sec
·
Jackson Street
28
Continue on South Street
0.1 mi
·
17 sec
·
South Street
29
Turn left onto Pleasant Street
0.3 mi
·
37 sec
·
Pleasant Street
30
Continue on Windham Road
2.8 mi
·
5 min
·
Windham Road
31
Turn right onto Main Street
312 ft
·
16 sec
·
Main Street
32
Turn right
49 ft
·
5 sec
33
Turn left
95 ft
·
7 sec
34
Arrive at your destination
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 41.3 miles from Bridgeport, CT, or about 53m into the drive.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 18 miles or 23m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 41.3 miles or 53m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 31m
Traffic, exits, and arrival timing usually matter more near South Windham, CT than in the middle of the route.
Before You Leave
+
Open the route before leaving Bridgeport, CT so your first major turns are already loaded.
Day 1
Settle into the route from Bridgeport, CT
This is one driving day of about 82.6 miles and 1h 47m.
Your first comfortable stop window is around 18 miles from Bridgeport, CT.
This route can stay practical as a one-day drive if traffic stays reasonable.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
41 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.
Pacing Suggestions
Fuel and coffee
A short stop after about 18 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 41.3 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.
Fuel & Cost
Regular Gas
$13.30 one way
$26.59 round trip
$4.09/gal
25.4 MPG avg
29 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $14.63 | $29.26 |
| premium | $4.86 | $15.82 | $31.64 |
| diesel | $5.61 | $18.24 | $36.47 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$13
Meals
$25–$50
Total
$38–$63
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 28.9 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $9 in charging · 0 stops · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 24.8 | 0 | $8.67 | $3.96 |
| Efficient EV | 20.7 | 0 | $7.23 | $3.30 |
| EV Truck/SUV | 33 | 0 | $11.56 | $5.29 |
Gas CO2
29 kg
EV CO2
10 kg (66% 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
South Windham, CT
Afternoon in South Windham on Saturday
Local time
4:30 PM
EDT
Current temp
56°F
Unavailable
Live forecast
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
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
12 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
1h 47m 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?
82.6 mi in 1h 47m across surface roads — expect steady turns and local traffic rather than long highway runs.
Only 0% highway — the rest is turn-by-turn surface driving.
34 navigation steps total — most of the decisions cluster near the start and finish.
Main road: CT 8.
How Hard Is This Drive?
1/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive.
Driving Effort
1/10
Very easy - short and simple to drive
Balances navigation complexity with total wheel time.
The drive from Bridgeport, CT to South Windham, CT is easy. At 1h 47m with 0% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Bridgeport, CT to South Windham, CT is straightforward, with well-signed roads and simple exits.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 47m. Total distance: 82.6 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 47m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (0%). Straightforward navigation.
Scenic Drive
Mostly surface roads route profile.
Frequently Asked Questions
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
This route does not have any notably tricky sections. Most of the drive from Bridgeport, CT to South Windham, CT is straightforward, with well-signed roads and simple exits.
Yes. A round trip is manageable in a single day if you plan a break at South Windham, CT before heading back.
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, and EIA for fuel prices. See our methodology for refresh cadence and limitations.
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