How far is Windham, CT from Waterbury, CT?
The driving distance from Windham, CT to Waterbury, CT is about 62.8 miles (101 km), with a travel time of about 01h 09m by car.
- The straight-line flight distance is about 47.2 miles (76 km).
- For a round trip, plan for roughly 02h 18m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 09m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Connecticut, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Rain Showers
Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Windham and Waterbury.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windham and Waterbury.
-
1
Start on Scotland Road
61 m · 6 sec · Scotland Road
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2
Turn right onto North Road
1.3 km · 2 min · North Road
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3
Continue on Bricktop Road
615 ft · 16 sec · Bricktop Road
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4
Turn right onto Tuckie Road
1.9 mi · 5 min · Tuckie Road
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5
At the end of the road, turn right onto Boston Post Road
89 m · 6 sec · Boston Post Road
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6
Take the ramp slight right
3219 ft · 1 min
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7
Merge slight right
5 mi · 6 min
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8
Keep slight left to continue on Middletown Road
5 mi · 6 min · Middletown Road
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9
Continue on Main Street
1.4 mi · 2 min · Main Street
-
10
Continue on West Main Street
3 mi · 3 min · West Main Street
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11
Continue on Hebron Road
2.2 mi · 2 min · Hebron Road
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12
Take the exit slight right toward CT 2 West: Hartford
1010 ft · 25 sec
-
13
Merge slight left
11 mi · 13 min
-
14
Take the exit slight right toward CT 3 South: Wethersfield
3188 ft · 1 min
-
15
Continue on CT 3 South: Wethersfield
1207 ft · 29 sec
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16
Continue straight
2.2 mi · 3 min
-
17
Take the exit slight left toward I 91 South: New Haven
1 km · 1 min
-
18
Merge slight left
12.8 mi · 15 min
-
19
Take the exit slight right toward I 691 West: Meriden, Waterbury
1412 ft · 27 sec
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20
Merge slight left
7.7 mi · 9 min
-
21
Keep slight left to continue on I 84 West: Waterbury
1 mi · 1 min
-
22
Merge slight left
7.2 mi · 9 min
-
23
Take the exit slight right toward Meadow Street, Bank Street
1604 ft · 54 sec
-
24
Turn right onto Meadow Street
2049 ft · 45 sec · Meadow Street
-
25
Turn left onto West Main Street
1383 ft · 24 sec · West Main Street
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26
Arrive at your destination
0 m · 1 sec · West Main Street
Car Route Details
A richer read on the saved driving route between Windham and Waterbury.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
I 91 South
Merge slight left
12.8 mi · 00h 15m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Slight Chance Rain Showers leaving Windham and Chance Rain Showers near Waterbury.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Windham to Waterbury?
The road trip is about 62.8 miles (101 km) and usually takes 01h 09m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Glastonbury is a useful midpoint, sitting about 32.4 miles from Windham and 30.3 miles from Waterbury.
How much longer is the road route than the straight-line distance?
The direct path is about 47.2 miles (76 km), while the road route adds roughly 15.6 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:12 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.72 one way or $17.44 round trip. Estimated CO2 is about 19.6 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Rain Showers around Windham and Chance Rain Showers near Waterbury.
Stop Ideas Near Glastonbury
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Glastonbury.
Hartford Union Station
Berlin
Windsor station
Windsor Locks
Flight Path Map
This map shows the direct air route between Windham and Waterbury. Straight-line distance: 47.22 mi (75.99 km).
#1 Windham
Town in Connecticut
| Population | 24,463 |
| Coordinates | 41.6998200, -72.1570200 |
| Altitude | 86 |
| Country | United States |
#2 Waterbury
The second most populous city in Connecticut.
| Population | 106,826 |
| Coordinates | 41.5581500, -73.0515000 |
| Altitude | 82 |
| Country | United States |
End: West Main Street (-73.051505, 41.558157)
Estimated Travel Time
Distance: 101 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 05m |
| 40 mph (64.37 km/h) | 01h 34m |
| 50 mph (80.47 km/h) | 01h 15m |
| 60 mph (96.56 km/h) | 01h 02m |
| 70 mph (112.65 km/h) | 00h 53m |
| 80 mph (129 km/h) | 00h 46m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $8.72 | $17.44 |
| Mid-grade | $4.46 | $9.85 | $19.70 |
| Premium | $4.86 | $10.74 | $21.47 |
| Diesel | $6.00 | $13.25 | $26.51 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Connecticut · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.