How far is Middlebury, CT from Stamford, CT?
The driving distance from Middlebury, CT to Stamford, CT is about 52.9 miles (85.2 km), with a travel time of about 01h 01m by car.
- The straight-line flight distance is about 39.1 miles (63 km).
- For a round trip, plan for roughly 02h 03m 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 01m.
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 Fairfield County, Connecticut, United States
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 Middlebury and Stamford.
Turn-by-Turn Driving Directions
Step-by-step road directions between Middlebury and Stamford.
-
1
Start on Middlebury Store Road
37 m · 6 sec · Middlebury Store Road
-
2
Turn slight left onto Whittemore Road
1.1 km · 1 min · Whittemore Road
-
3
Continue on Whittemore Road
1.9 mi · 3 min · Whittemore Road
-
4
Turn right onto Straits Turnpike
1.5 km · 1 min · Straits Turnpike
-
5
Continue on Church Street
1.6 mi · 3 min · Church Street
-
6
Turn right onto Meadow Street
1 km · 59 sec · Meadow Street
-
7
Enter the roundabout and take exit 2 toward Cherry Street
28 m · 2 sec · Cherry Street
-
8
Exit the roundabout onto Cherry Street
1047 ft · 20 sec · Cherry Street
-
9
Continue on Cherry Street
1432 ft · 29 sec · Cherry Street
-
10
Take the ramp right toward CT 8 South: Bridgeport
866 ft · 21 sec
-
11
Merge slight left
24.7 mi · 31 min
-
12
Keep slight right to continue on I 95 South: New York City
1719 ft · 42 sec
-
13
Merge slight left
20.6 mi · 28 min
-
14
Take the exit slight right toward CT 137 North: Atlantic Street
1301 ft · 32 sec
-
15
Turn straight onto North State Street
1424 ft · 48 sec · North State Street
-
16
Turn right onto Atlantic Street
1744 ft · 39 sec · Atlantic Street
-
17
Arrive at your destination
0 m · 1 sec · Atlantic Street
Car Route Details
A richer read on the saved driving route between Middlebury and Stamford.
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 8 South
Merge slight left
24.7 mi · 00h 31m
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 Middlebury and Mostly Sunny near Stamford.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Middlebury to Stamford?
The road trip is about 52.9 miles (85.2 km) and usually takes 01h 01m 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?
Trumbull is a useful midpoint, sitting about 26.4 miles from Middlebury and 26.5 miles from Stamford.
How much longer is the road route than the straight-line distance?
The direct path is about 39.1 miles (63 km), while the road route adds roughly 13.8 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 4:26 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.38 one way or $14.75 round trip. Estimated CO2 is about 16.6 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Middlebury and Mostly Sunny near Stamford.
Stop Ideas Near Trumbull
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 Trumbull.
Bridgeport
Union Station
Stamford Transportation Center
Wallingford station
Flight Path Map
This map shows the direct air route between Middlebury and Stamford. Straight-line distance: 39.12 mi (62.95 km).
#1 Middlebury
Town in Connecticut
| Population | 7,829 |
| Coordinates | 41.5278700, -73.1276100 |
| Altitude | 212 |
| Country | United States |
#2 Stamford
The second most populous city in Connecticut.
| Population | 131,397 |
| Coordinates | 41.0534300, -73.5387300 |
| Altitude | 7 |
| Country | United States |
End: Atlantic Street (-73.539324, 41.053444)
Estimated Travel Time
Distance: 85 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 45m |
| 40 mph (64.37 km/h) | 01h 19m |
| 50 mph (80.47 km/h) | 01h 03m |
| 60 mph (96.56 km/h) | 00h 52m |
| 70 mph (112.65 km/h) | 00h 45m |
| 80 mph (129 km/h) | 00h 39m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.38 | $14.75 |
| Mid-grade | $4.46 | $8.33 | $16.67 |
| Premium | $4.86 | $9.08 | $18.17 |
| Diesel | $6.00 | $11.21 | $22.43 |
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.