How far is New Haven, CT from Middlebury, CT?
The driving distance from New Haven, CT to Middlebury, CT is about 23.3 miles (37.5 km), with a travel time of about 00h 37m by car.
- The straight-line flight distance is about 18.4 miles (29.6 km).
- For a round trip, plan for roughly 01h 15m 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 37m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
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 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 New Haven and Middlebury.
Turn-by-Turn Driving Directions
Step-by-step road directions between New Haven and Middlebury.
-
1
Start on College Street
1498 ft · 30 sec · College Street
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2
Turn left onto Grove Street
904 ft · 17 sec · Grove Street
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3
Continue on Tower Parkway
1329 ft · 30 sec · Tower Parkway
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4
Turn slight right onto Whalley Avenue
2.8 mi · 5 min · Whalley Avenue
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5
Continue on Amity Road
3.4 mi · 5 min · Amity Road
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6
Turn left onto Seymour Road
2.5 mi · 4 min · Seymour Road
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7
Continue on New Haven Road
1.5 mi · 3 min · New Haven Road
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8
Take the ramp slight right
1107 ft · 27 sec
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9
Merge slight left
6.1 mi · 7 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 New Haven 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.
New Haven Road
Merge slight left
6.1 mi · 00h 07m
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 leaving New Haven 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 New Haven to Middlebury?
The road trip is about 23.3 miles (37.5 km) and usually takes 00h 37m 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?
Seymour is a useful midpoint, sitting about 11.6 miles from New Haven and 11.7 miles from Middlebury.
How much longer is the road route than the straight-line distance?
The direct path is about 18.4 miles (29.6 km), while the road route adds roughly 4.9 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 7:14 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $3.23 one way or $6.47 round trip. Estimated CO2 is about 7.3 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around New Haven and Mostly Sunny near Middlebury.
Stop Ideas Near Seymour
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 Seymour.
Union Station
Wallingford station
Bridgeport
Meriden Transit Center
Flight Path Map
This map shows the direct air route between New Haven and Middlebury. Straight-line distance: 18.37 mi (29.56 km).
#1 New Haven
The second most populous city in Connecticut.
| Population | 130,801 |
| Coordinates | 41.3081500, -72.9281600 |
| Altitude | 18 |
| 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: 38 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 00h 46m |
| 40 mph (64.37 km/h) | 00h 34m |
| 50 mph (80.47 km/h) | 00h 27m |
| 60 mph (96.56 km/h) | 00h 23m |
| 70 mph (112.65 km/h) | 00h 19m |
| 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 | $3.23 | $6.47 |
| Mid-grade | $4.46 | $3.65 | $7.31 |
| Premium | $4.86 | $3.98 | $7.97 |
| Diesel | $6.00 | $4.92 | $9.84 |
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.