Origin
South Windham, CT
Late night in South Windham on Sunday
Local time
12:37 AM
EDT
Current temp
56°F
Unavailable
Live forecast
Trip from South Windham, CT to Waterbury, CT
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
1h 24m
Distance
63.6 mi
102 km
Drive Score
9/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$10
one way
EV Charging
Unknown
Best Time to Leave
4 AM
1h 18m
★
6 AM
1h 25m
8 AM
1h 38m
10 AM
1h 29m
12 PM
1h 28m
3 PM
1h 30m
5 PM
1h 37m
8 PM
1h 21m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Waterbury, CT
Wikimedia Commons
Trip Overview
South Windham, CT to Waterbury, CT is 63.6 miles and takes about 1h 24m via I 91 and CT 2, with a fuel budget near $10 and enough daylight to finish in a day. This trip stays within the Northeast region, specifically Connecticut, making it a straightforward drive. Given its short duration and primarily highway profile, it's ideal for a single-day excursion. You'll find this route efficient for connecting these two points without significant detours.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| I 91 | 12.8 mi | 14m |
| CT 2 | 11 mi | 12m |
| I 691 | 7.7 mi | 8m |
| I 84 | 7.2 mi | 9m |
| Middletown Road | 5 mi | 5m |
| West Main Street | 3.3 mi | 3m |
| Windham Road | 2.8 mi | 4m |
| Main Street | 2.2 mi | 4m |
Longest stretch:
I 91
— 12.8 mi, about 14m
Turn-by-Turn Driving Directions
Step-by-step road directions between South Windham, CT and Waterbury, CT.
1
Start on this road
144 ft
·
16 sec
·
this road
2
At end of road, turn left onto Main Street
311 ft
·
21 sec
·
Main Street
3
Turn left onto CT 32
2.8 mi
·
4 min
·
Windham Road
4
Continue on CT 32
0.7 mi
·
1 min
·
Pleasant Street
5
Turn right onto CT 32
0.1 mi
·
16 sec
·
Mountain Street
6
Turn right onto CT 32
0.1 mi
·
35 sec
·
Bridge Street
7
Turn sharp left onto CT 32; CT 66
0.7 mi
·
2 min
·
Main Street
8
Keep slight left at fork onto CT 66
0.7 mi
·
1 min
·
Columbia Avenue
9
Continue on CT 66
2.0 mi
·
3 min
·
Willimantic Road
10
Keep left at fork onto CT 66
5.0 mi
·
5 min
·
Middletown Road
Use the straight / right lanes.
11
Continue on CT 66
1.4 mi
·
1 min
·
Main Street
Use the straight / right lanes.
12
Continue on CT 66
3.0 mi
·
3 min
·
West Main Street
Use the left / straight / right lanes.
13
Continue on CT 66
2.2 mi
·
2 min
·
Hebron Road
14
Take the exit
0.2 mi
·
24 sec
Toward CT 2 West: Hartford
15
Merge onto CT 2
11 mi
·
12 min
·
CT 2
Use the straight / slight right lanes.
16
Take the exit
0.6 mi
·
1 min
Exit 4
Toward CT 3 South: Wethersfield
Use the slight right lane.
17
Continue on this road
0.2 mi
·
29 sec
·
this road
Exit 5D
Toward CT 3 South: Wethersfield
18
Continue on CT 3
2.2 mi
·
3 min
·
CT 3
Use the straight / slight right lanes.
19
Take the exit
0.7 mi
·
1 min
Toward I 91 South: New Haven
Use the straight / slight left lanes.
20
Merge onto I 91
13 mi
·
14 min
·
I 91
Use the straight / slight right lanes.
21
Take the exit
0.3 mi
·
26 sec
Exit 18
Toward I 691 West: Meriden, Waterbury
Use the straight / slight right lanes.
22
Merge onto I 691
7.7 mi
·
8 min
·
I 691
Use the straight / slight right lanes.
23
Keep slight left at fork
1.0 mi
·
1 min
Exit 8B
Toward I 84 West: Waterbury
24
Merge onto I 84
7.2 mi
·
9 min
·
I 84
Use the straight / slight right lanes.
25
Take the exit
0.3 mi
·
53 sec
Exit 21
Toward Meadow Street, Bank Street
Use the straight / slight right lanes.
26
Turn right onto Meadow Street
0.4 mi
·
44 sec
·
Meadow Street
27
Turn left onto West Main Street
0.3 mi
·
23 sec
·
West Main Street
28
Arrive at destination
West Main Street
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
32 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 14 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 31.8 miles from South Windham, 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.
Heads-up: tricky spots
5 of 195 decision points cluster between mile 0 and 62.7 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
0 mi into trip
|
~0m in
|
Main Street
At end of road, turn left onto Main Street
Complex interchange - multiple decisions in a short stretch
6
7.2 mi into trip
|
~15m in
|
CT 66 / Middletown Road
Keep left at fork onto CT 66 / Middletown Road
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / right lanes.
7
30.1 mi into trip
|
~42m in
Take the exit toward CT 3 South: Wethersfield
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 4
Toward CT 3 South: Wethersfield
8
46.6 mi into trip
|
~1h 3m in
Take the exit toward I 691 West: Meriden, Waterbury
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 18
Toward I 691 West: Meriden, Waterbury
8
62.7 mi into trip
|
~1h 22m in
Take the exit toward Meadow Street, Bank Street
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 21
Toward Meadow Street, Bank Street
Fuel & Cost
Regular Gas
$10.24 one way
$20.48 round trip
$4.09/gal
25.4 MPG avg
22 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $11.27 | $22.53 |
| premium | $4.86 | $12.18 | $24.36 |
| diesel | $5.61 | $14.04 | $28.08 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$10
Estimated CO2 emission: 22.3 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $7 in charging · 0 stops · 68% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 19.1 | 0 | $6.68 | $3.05 |
| Efficient EV | 15.9 | 0 | $5.56 | $2.54 |
| EV Truck/SUV | 25.4 | 0 | $8.90 | $4.07 |
Gas CO2
22 kg
EV CO2
7 kg (68% 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
Waterbury, CT
Late night in Waterbury on Sunday
Local time
12:37 AM
EDT
Current temp
41°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
15 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
1h 24m 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?
This drive is mostly highway, with 64% of the route utilizing major roads like I 91 and I 691. You'll experience a stretch of 12.8 miles on I 91, which is the longest continuous section on a single highway. The transition to surface roads will occur as you move between these main arteries, likely involving more frequent intersections as you approach your destination.
64% highway — fuel and pacing are the main things to plan.
28 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 12.8 mi on I 91.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 91 and CT 2. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near Main Street.
Driving Effort
10/10
Demanding - stay alert through the decision-heavy sections
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 63.6 miles you will encounter 19 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: near the start (Main Street): Complex interchange - multiple decisions in a short stretch; at 7.2 miles (CT 66 / Middletown Road): Highway fork - watch signs carefully. Lane positioning matters here; at 30.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 24m. Total distance: 63.6 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 24m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (64%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 12.8 miles on I 91. The full list of main roads is in the Roads section above.
Yes — we found about 3 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Waterbury, CT before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
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: near the start (Main Street): Complex interchange - multiple decisions in a short stretch; at 7.2 miles (CT 66 / Middletown Road): Highway fork - watch signs carefully. Lane positioning matters here; at 30.1 miles: Exit ramp - move to the correct lane early. 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 Waterbury, 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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