How far is Greenwich, CT from Middlebury, CT?
The driving distance from Greenwich, CT to Middlebury, CT is about 58.3 miles (93.9 km), with a travel time of about 01h 20m by car.
- The straight-line flight distance is about 43.3 miles (69.7 km).
- For a round trip, plan for roughly 02h 40m 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 20m.
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.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Greenwich and Middlebury.
Turn-by-Turn Driving Directions
Step-by-step road directions between Greenwich and Middlebury.
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1
Start on West Elm Street
16 m · 6 sec · West Elm Street
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2
Turn left onto Field Point Road
1187 ft · 26 sec · Field Point Road
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3
Turn slight left onto Sound View Drive
1145 ft · 23 sec · Sound View Drive
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4
Continue on Arch Street
1165 ft · 35 sec · Arch Street
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5
Take the ramp left toward I 95 North: New Haven
1220 ft · 30 sec
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6
Merge slight left
26.1 mi · 35 min
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7
Take the exit slight right toward CT 25, CT 8: Trumbull, Waterbury
1 km · 1 min
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8
Continue straight
3.2 mi · 3 min
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9
Keep slight right to continue on CT 8 North: Waterbury, New Haven
21.4 mi · 27 min
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10
Take the exit slight right toward CT 63: South Main Street
846 ft · 29 sec
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11
Turn left onto South Main Street
1518 ft · 34 sec · South Main Street
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12
Turn left onto Maple Street
95 m · 10 sec · Maple Street
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13
Turn right onto Water Street
2240 ft · 1 min · Water Street
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14
Turn right onto Church Street
1.6 mi · 3 min · Church Street
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15
Continue on Straits Turnpike
1.5 km · 2 min · Straits Turnpike
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16
Turn left onto Whittemore Road
1.9 mi · 3 min · Whittemore Road
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17
Continue on Whittemore Road
1.1 km · 1 min · Whittemore Road
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18
Turn slight right onto Middlebury Store Road
37 m · 5 sec · Middlebury Store Road
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19
Arrive at your destination
0 m · 1 sec · Middlebury Store Road
Car Route Details
A richer read on the saved driving route between Greenwich and Middlebury.
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 95 North
Merge slight left
26.1 mi · 00h 35m
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 Greenwich and Mostly Sunny near Middlebury.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Greenwich to Middlebury?
The road trip is about 58.3 miles (93.9 km) and usually takes 01h 20m 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?
Bridgeport is a useful midpoint, sitting about 29.1 miles from Greenwich and 29.2 miles from Middlebury.
How much longer is the road route than the straight-line distance?
The direct path is about 43.3 miles (69.7 km), while the road route adds roughly 15 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 3:50 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.13 one way or $16.25 round trip. Estimated CO2 is about 18.3 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Greenwich and Mostly Sunny near Middlebury.
Stop Ideas Near Bridgeport
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Norwalk City Hall parking
Bridgeport City Hall
Town Hall
City Hall Visitor Parking
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Bridgeport.
Bridgeport
Union Station
Stamford Transportation Center
Wallingford station
Flight Path Map
This map shows the direct air route between Greenwich and Middlebury. Straight-line distance: 43.32 mi (69.71 km).
#1 Greenwich
Town in Fairfield County, Connecticut, United States
| Population | 62,769 |
| Coordinates | 41.0264900, -73.6284600 |
| Altitude | 28 |
| Country | United States |
#2 Middlebury
Town in Connecticut
| Population | 7,829 |
| Coordinates | 41.5278700, -73.1276100 |
| Altitude | 212 |
| Country | United States |
End: Middlebury (-73.12761, 41.52787)
Estimated Travel Time
Distance: 94 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 56m |
| 40 mph (64.37 km/h) | 01h 27m |
| 50 mph (80.47 km/h) | 01h 10m |
| 60 mph (96.56 km/h) | 00h 58m |
| 70 mph (112.65 km/h) | 00h 50m |
| 80 mph (129 km/h) | 00h 43m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $8.13 | $16.25 |
| Mid-grade | $4.46 | $9.18 | $18.36 |
| Premium | $4.86 | $10.01 | $20.01 |
| Diesel | $6.00 | $12.35 | $24.71 |
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 · May 30, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.