How far is Winchester Center, CT from Middletown, CT?
The driving distance from Winchester Center, CT to Middletown, CT is about 51.4 miles (82.8 km), with a travel time of about 01h 02m by car.
- The straight-line flight distance is about 34.2 miles (55 km).
- For a round trip, plan for roughly 02h 04m 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 02m.
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.
The most populous city in Hartford County, Connecticut.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Winchester Center and Middletown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester Center and Middletown.
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1
Start on West Road
23 m · 8 sec · West Road
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2
Turn right onto Newfield Road
5.9 mi · 15 min · Newfield Road
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3
Continue on Main Street
2654 ft · 52 sec · Main Street
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4
Turn left onto East Elm Street
2550 ft · 48 sec · East Elm Street
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5
Turn right onto Columbus Street
699 ft · 16 sec · Columbus Street
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6
Continue on CT 8 South: Waterbury
1026 ft · 25 sec
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7
Merge slight left
9.8 mi · 11 min
-
8
Take the exit slight right toward US 6 East: Bristol
1687 ft · 51 sec
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9
Turn sharp left onto East Main Street
3.5 mi · 5 min · East Main Street
-
10
Turn right onto Allen Street
1 km · 1 min · Allen Street
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11
Turn straight onto Canal Street
2108 ft · 44 sec · Canal Street
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12
At the end of the road, turn right onto Terryville Road
1.2 mi · 1 min · Terryville Road
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13
Continue on Park Street
1 mi · 1 min · Park Street
-
14
Continue on School Street
1910 ft · 35 sec · School Street
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15
Turn left onto Main Street
84 m · 8 sec · Main Street
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16
Turn right onto Riverside Avenue
1.3 mi · 2 min · Riverside Avenue
-
17
Turn left onto Pine Street
4.9 mi · 7 min · Pine Street
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18
Keep slight left to continue on CT 72 East: New Britain
2.9 mi · 4 min
-
19
Keep slight right to continue on CT 9 South: Middletown
2034 ft · 31 sec
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20
Merge slight left
11.6 mi · 14 min
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21
Take the exit slight right toward CT 66 West: Middletown, Meriden
56 m · 7 sec
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22
Turn right onto Washington Street
704 ft · 25 sec · Washington Street
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23
Arrive at your destination
0 m · 1 sec · Washington Street
Car Route Details
A richer read on the saved driving route between Winchester Center and Middletown.
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.
CT 9 South
Merge slight left
11.6 mi · 00h 14m
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.
Mostly Sunny leaving Winchester Center and Mostly Sunny near Middletown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester Center to Middletown?
The road trip is about 51.4 miles (82.8 km) and usually takes 01h 02m 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?
Bristol is a useful midpoint, sitting about 22.9 miles from Winchester Center and 28.6 miles from Middletown.
How much longer is the road route than the straight-line distance?
The direct path is about 34.2 miles (55 km), while the road route adds roughly 17.2 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 4:26 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.14 one way or $14.28 round trip. Estimated CO2 is about 16.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Winchester Center and Mostly Sunny near Middletown.
Stop Ideas Near Bristol
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 Bristol.
Berlin
Meriden Transit Center
Hartford Union Station
Wallingford station
Flight Path Map
This map shows the direct air route between Winchester Center and Middletown. Straight-line distance: 34.18 mi (55 km).
#1 Winchester Center
Town in Litchfield County, Connecticut, United States
| Population | 10,830 |
| Coordinates | 41.9001000, -73.1348300 |
| Altitude | 404 |
| Country | United States |
#2 Middletown
A city in Middlesex County, Connecticut.
| Population | 46,013 |
| Coordinates | 41.5623200, -72.6506500 |
| Altitude | 12 |
| Country | United States |
End: Washington Street (-72.65071, 41.562432)
Estimated Travel Time
Distance: 83 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 42m |
| 40 mph (64.37 km/h) | 01h 17m |
| 50 mph (80.47 km/h) | 01h 01m |
| 60 mph (96.56 km/h) | 00h 51m |
| 70 mph (112.65 km/h) | 00h 44m |
| 80 mph (129 km/h) | 00h 38m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.14 | $14.28 |
| Mid-grade | $4.46 | $8.07 | $16.13 |
| Premium | $4.86 | $8.79 | $17.59 |
| Diesel | $6.00 | $10.85 | $21.71 |
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.