The drive from South Windham, CT to North Stamford, CT covers 103.6 miles and takes about 2h 18m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on CT 15, I 91, CT 2 for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 53.8 miles on CT 15.
At current regular gas prices, budget about $16.68 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
51.8 miles from South Windham, CT
A natural place for your longest stop of the day
, about 1h 9m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 2h 18m. Total distance: 103.6 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
2h 18m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (78%). Some complex stretches to watch for.
Drive Character
This is a 2h 18m highway drive covering 103.6 miles, with most of the trip on CT 15 and I 91. The longest continuous stretch is about 53.8 miles on CT 15.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 29 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
CT 15 is the longest continuous segment at about 53.8 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on CT 15 and I 91. 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 Effort10/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 19 significant decision points across 103.6 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
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 30.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 47.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Critical Maneuvers
5 of 19 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
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
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
7
47.1 mi into trip|~1h 3m in
Take the exit toward CT 15 South
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 17
Toward CT 15 South
7
47.4 mi into trip|~1h 4m in
Keep slight left at fork toward CT 15 South
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward CT 15 South
7
101.3 mi into trip|~2h 12m in
Take the exit toward CT 137: High Ridge Road
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / right lanes.
Exit 10
Toward CT 137: High Ridge Road
Main Roads
Road
Distance
Duration
CT 15
53.8 mi
1h 8m
I 91
13.3 mi
15m
CT 2
11 mi
12m
Middletown Road
5 mi
5m
West Main Street
3 mi
3m
Windham Road
2.8 mi
4m
Main Street
2.2 mi
4m
CT 3
2.2 mi
3m
Longest stretch:
CT 15
— 53.8 mi, about 1h 8m
Turn-by-Turn Driving Directions
Step-by-step road directions between South Windham, CT and North Stamford, 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 4Toward CT 3 South: WethersfieldUse the slight right lane.
17
Continue on this road
0.2 mi·29 sec·this road
Exit 5DToward 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 HavenUse the straight / slight left lanes.
20
Merge onto I 91
13 mi·15 min·I 91
Use the straight / slight right lanes.
21
Take the exit
0.3 mi·34 sec
Exit 17Toward CT 15 SouthUse the slight right lane.
22
Keep slight left at fork
437 ft·8 sec
Toward CT 15 SouthUse the straight / slight right lanes.
23
Merge onto CT 15
54 mi·1 hr 8 min·CT 15
Use the straight / slight right lanes.
24
Take the exit
0.4 mi·1 min
Exit 10Toward CT 137: High Ridge RoadUse the straight / right lanes.
25
Turn left onto CT 137
1.6 mi·2 min·High Ridge Road
Use the straight lane.
26
Turn right onto North Stamford Road
0.2 mi·54 sec·North Stamford Road
27
Continue on North Stamford Road
475 ft·16 sec·North Stamford Road
28
Turn slight right onto Cascade Road
139 ft·6 sec·Cascade Road
29
Arrive at destination
Cascade Road
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 51.8 miles from South Windham, CT, or about 1h 9m into the drive.
The longest continuous stretch on this route runs about 53.8 miles.
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 23 miles or 33m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 51.8 miles or 1h 9m 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 51m
Traffic, exits, and arrival timing usually matter more near North Stamford, CT than in the middle of the route.
Before You Leave
+
Open the route before leaving South Windham, CT so your first major turns are already loaded.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from South Windham, CT
This is one driving day of about 103.6 miles and 2h 18m.
Your first comfortable stop window is around 23 miles from South Windham, CT.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on CT 15 for about 53.8 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 51.8 mi from South Windham, CT
· 1h 9m into the drive
The midpoint is around 51.8 miles from South Windham, CT, which is a good place for a longer meal and fuel stop.
Arriving in North Stamford, CT
The final approach into North Stamford, CT usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around North Stamford, CT.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Nearby Places
Restaurants, cafes, gas stations and more along your route.
Top Restaurant
Bob's Coffee Shop
4.6
★ ★ ★ ★ ★
Rocky Hill, Connecticut
Around the midpoint, right off the route
0.5 mi from route
~1 min detour
$10 to $20
mile 37
Place data sourced from public business listings. Hours and availability may vary.
National Parks Near This Route
Worth a detour if your schedule allows.
Weir Farm National Historical Park
National Historical Park
Visit the home and studio of America's most beloved Impressionist, J. Alden Weir, and walk in the footsteps of generations of world-class artists. Set amidst more than 60 acres of painterly woods, fie...
8 mi from route
~19 min detour
Free
near mile 92.9
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$16.68 one way
$33.36 round trip
$4.09/gal25.4 MPG avg36 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.50
$18.35
$36.70
premium
$4.86
$19.84
$39.68
diesel
$5.61
$22.87
$45.75
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$17
Meals
$25–$50
Total
$42–$67
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 36.2 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $11 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
31.1
0
$10.88
$4.97
Efficient EV
25.9
0
$9.07
$4.14
EV Truck/SUV
41.4
0
$14.50
$6.63
Gas CO2
36 kg
EV CO2
12 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.
Travel Intel
Current conditions at both ends of the drive.
Forecast as of Apr 18, 2026
Origin
South Windham, CT
Morning
in South Windham on Saturday
Local time
11:26 AM
EDT
Current temp
61°F
Mostly Cloudy
E 8 mph0% chanceLive forecast
Destination
North Stamford, CT
Morning
in North Stamford on Saturday
Local time
11:26 AM
EDT
Current temp
63°F
Partly Sunny
E 6 to 10 mph0% chanceLive 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
2 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
2h 18m on the road
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.
Frequently Asked Questions
The drive from South Windham, CT to North Stamford, CT covers 103.6 miles and takes about 2h 18m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are CT 15, I 91, CT 2. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 51.8 miles from South Windham, CT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $16.68 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This is a demanding drive. With 19 significant decision points across 103.6 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
The main spots that need attention: near the start (Main Street): Complex interchange - multiple decisions in a short stretch; at 30.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 47.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
The route from South Windham, CT to North Stamford, CT does not surface many named destination signs beyond the main corridor.
Yes. Nearby national parks include Weir Farm National Historical Park.
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, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
