How far is Middletown, CT from Windsor, CT?
The driving distance from Middletown, CT to Windsor, CT is about 23.5 miles (37.9 km), with a travel time of about 00h 32m by car.
- The straight-line flight distance is about 20.1 miles (32.3 km).
- For a round trip, plan for roughly 01h 04m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 7:00 AM to 7:00 PM EDT.
Reverse, save, or send this route
This is an easy same-day return drive. Copy the route link, send it to another device, or print a clean version before you head out.
This is an easy same-day return drive.
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 00h 32m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Hartford County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Middletown and Windsor.
Turn-by-Turn Driving Directions
Step-by-step road directions between Middletown and Windsor.
-
1
Start on Washington Street
26 m · 7 sec · Washington Street
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2
Turn right onto Main Street
1478 ft · 1 min · Main Street
-
3
Turn right onto Saint John's Square
1045 ft · 37 sec · Saint John's Square
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4
At the end of the road, turn left
4.7 mi · 6 min
-
5
Take the exit slight right toward I 91 North: Hartford
3056 ft · 40 sec
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6
Merge slight left
9.7 mi · 12 min
-
7
Keep slight right
6.7 mi · 9 min
-
8
Take the exit slight right toward CT 305: Bloomfield Avenue, Windsor Center
1167 ft · 32 sec
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9
Turn right onto Bloomfield Avenue
1.6 km · 3 min · Bloomfield Avenue
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10
At the end of the road, turn right onto Poquonock Avenue
120 m · 15 sec · Poquonock Avenue
-
11
Continue on Broad Street
17 m · 2 sec · Broad Street
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12
Arrive at your destination
0 m · 1 sec · Broad Street
Car Route Details
A richer read on the saved driving route between Middletown and Windsor.
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 North
Merge slight left
9.73 mi · 00h 12m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A short regional drive
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
Mostly Sunny near Middletown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Middletown to Windsor?
The road trip is about 23.5 miles (37.9 km) and usually takes 00h 32m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
What is the halfway point on this route?
Wethersfield is a useful midpoint, sitting about 11.7 miles from Middletown and 11.7 miles from Windsor.
How much longer is the road route than the straight-line distance?
The direct path is about 20.1 miles (32.3 km), while the road route adds roughly 3.4 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 7:00 AM to 7:00 PM EDT. If you want a more comfortable same-day return, try to leave by 7:26 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $3.27 one way or $6.55 round trip. Estimated CO2 is about 7.4 kg one way.
What should you check before leaving?
Before leaving, the latest forecast around Middletown is Mostly Sunny.
Stop Ideas Near Wethersfield
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 Wethersfield.
Hartford Union Station
Berlin
Windsor station
Windsor Locks
Flight Path Map
This map shows the direct air route between Middletown and Windsor. Straight-line distance: 20.06 mi (32.28 km).
#1 Middletown
A city in Middlesex County, Connecticut.
| Population | 46,013 |
| Coordinates | 41.5623200, -72.6506500 |
| Altitude | 12 |
| Country | United States |
#2 Windsor
Town in Connecticut, United States
| Population | 28,647 |
| Coordinates | 41.8526000, -72.6437000 |
| Altitude | 17 |
| Country | United States |
End: Windsor (-72.6437, 41.8526)
Estimated Travel Time
Distance: 38 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 00h 47m |
| 40 mph (64.37 km/h) | 00h 35m |
| 50 mph (80.47 km/h) | 00h 28m |
| 60 mph (96.56 km/h) | 00h 23m |
| 70 mph (112.65 km/h) | 00h 20m |
| 80 mph (129 km/h) | 00h 17m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $3.27 | $6.55 |
| Mid-grade | $4.46 | $3.70 | $7.40 |
| Premium | $4.86 | $4.03 | $8.06 |
| Diesel | $6.00 | $4.98 | $9.96 |
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.