How far is New Milford, CT from Middletown, CT?
The driving distance from New Milford, CT to Middletown, CT is about 50 miles (80.5 km), with a travel time of about 01h 04m by car.
- The straight-line flight distance is about 39.2 miles (63.1 km).
- For a round trip, plan for roughly 02h 09m 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 04m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
The second most populous city in Connecticut.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Partly Sunny
Driving Route Map
The map below follows the saved road route between New Milford and Middletown.
Turn-by-Turn Driving Directions
Step-by-step road directions between New Milford and Middletown.
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1
Start on East Street
54 m · 7 sec · East Street
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2
Turn left onto Prospect Hill Road
1.1 mi · 2 min · Prospect Hill Road
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3
Continue on Bridgewater Road
1.1 km · 1 min · Bridgewater Road
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4
Continue on New Milford Road West
3 mi · 5 min · New Milford Road West
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5
Continue on Baker Road
1 km · 1 min · Baker Road
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6
Turn right onto Wellers Bridge Road
1.3 mi · 3 min · Wellers Bridge Road
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7
Continue on Church Street
743 ft · 18 sec · Church Street
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8
Turn right onto Southbury Road
4.1 mi · 8 min · Southbury Road
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9
Continue on Roxbury Road
2.6 mi · 5 min · Roxbury Road
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10
Turn sharp right onto Main Street North
1.4 mi · 2 min · Main Street North
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11
Continue on Main Street North
830 ft · 22 sec · Main Street North
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12
Turn left onto I 84 East: Waterbury
2574 ft · 1 min
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13
Merge slight left
17.5 mi · 21 min
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14
Take the exit slight right toward I 691 East: Meriden
2821 ft · 54 sec
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15
Continue straight
8.1 mi · 10 min
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16
Continue straight
6.8 mi · 11 min
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17
Arrive at your destination
0 m · 1 sec · Washington Street
Car Route Details
A richer read on the saved driving route between New Milford and Middletown.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 84 East
Merge slight left
17.5 mi · 00h 21m
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.
Partly Sunny leaving New Milford and Partly Sunny near Middletown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from New Milford to Middletown?
The road trip is about 50 miles (80.5 km) and usually takes 01h 04m 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?
Waterbury is a useful midpoint, sitting about 24.2 miles from New Milford and 25.7 miles from Middletown.
How much longer is the road route than the straight-line distance?
The direct path is about 39.2 miles (63.1 km), while the road route adds roughly 10.8 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 4:20 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.94 one way or $13.89 round trip. Estimated CO2 is about 15.6 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around New Milford and Partly Sunny near Middletown.
Stop Ideas Near Waterbury
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 Waterbury.
Meriden Transit Center
Wallingford station
Berlin
Union Station
Flight Path Map
This map shows the direct air route between New Milford and Middletown. Straight-line distance: 39.18 mi (63.06 km).
#1 New Milford
Town in Litchfield County, Connecticut, United States of America
| Population | 26,683 |
| Coordinates | 41.5770400, -73.4084500 |
| Altitude | 73 |
| 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: 80 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 39m |
| 40 mph (64.37 km/h) | 01h 14m |
| 50 mph (80.47 km/h) | 00h 59m |
| 60 mph (96.56 km/h) | 00h 49m |
| 70 mph (112.65 km/h) | 00h 42m |
| 80 mph (129 km/h) | 00h 37m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $6.94 | $13.89 |
| Mid-grade | $4.46 | $7.84 | $15.69 |
| Premium | $4.86 | $8.55 | $17.10 |
| Diesel | $6.00 | $10.55 | $21.11 |
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 18, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.