How far is Bennington, VT from Middlesex, VT?
The driving distance from Bennington, VT to Middlesex, VT is about 126.6 miles (203.7 km), with a travel time of about 03h 03m by car.
- The straight-line flight distance is about 101.1 miles (162.7 km).
- For a round trip, plan for roughly 06h 06m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 03h 03m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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 Rutland County, Vermont, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Partly Sunny
Driving Route Map
The map below follows the saved road route between Bennington and Middlesex.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bennington and Middlesex.
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1
Start on Main Street
754 ft · 27 sec · Main Street
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2
Turn right onto Depot Street
2369 ft · 1 min · Depot Street
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3
Merge slight right onto North Street
1791 ft · 47 sec · North Street
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4
Continue on U.S. Route 7 North
1.6 km · 2 min · U.S. Route 7 North
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5
Merge slight right onto Bennington Bypass
1041 ft · 16 sec · Bennington Bypass
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6
Keep slight right to continue on U.S. Route 7
51.6 mi · 1 hr 17 min · U.S. Route 7
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7
Continue on South Main Street
1.4 mi · 3 min · South Main Street
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8
Turn right onto Woodstock Avenue
1.2 mi · 3 min · Woodstock Avenue
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9
Continue on U.S. Route 4 East
9.3 mi · 15 min · U.S. Route 4 East
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10
Turn slight left onto Vermont Route 100
10.7 mi · 16 min · Vermont Route 100
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11
Continue on Vermont Route 107
6.7 mi · 10 min · Vermont Route 107
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12
Continue on River Street
3.4 mi · 6 min · River Street
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13
Turn right onto South Main Street
1.4 km · 2 min · South Main Street
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14
Continue on Vermont Route 107
2 mi · 4 min · Vermont Route 107
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15
Turn left onto I 89 North
2024 ft · 49 sec
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16
Merge slight left
36.1 mi · 42 min
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17
Take the exit slight right toward US 2: Middlesex, Moretown
880 ft · 29 sec
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18
Turn left onto Center Road
697 ft · 18 sec · Center Road
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19
At the end of the road, turn left onto U.S. Route 2
2513 ft · 58 sec · U.S. Route 2
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20
Arrive at your destination
0 m · 1 sec · U.S. Route 2
Car Route Details
A richer read on the saved driving route between Bennington and Middlesex.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
U.S. Route 7
Keep slight right to continue on U.S. Route 7
51.6 mi · 01h 17m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Mostly Sunny leaving Bennington and Partly Sunny near Middlesex.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Bennington to Middlesex?
The road trip is about 126.6 miles (203.7 km) and usually takes 03h 03m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Killington is a useful midpoint, sitting about 63.3 miles from Bennington and 63.3 miles from Middlesex.
How much longer is the road route than the straight-line distance?
The direct path is about 101.1 miles (162.7 km), while the road route adds roughly 25.5 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 10:54 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $17.63 one way or $35.27 round trip. Estimated CO2 is about 39.7 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Bennington and Partly Sunny near Middlesex.
Stop Ideas Near Killington
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 Killington.
Rutland station
Randolph station
Okemo, Vermont
Castleton station
Flight Path Map
This map shows the direct air route between Bennington and Middlesex. Straight-line distance: 101.12 mi (162.74 km).
#1 Bennington
Town in Vermont, United States
| Population | 14,897 |
| Coordinates | 42.8781300, -73.1967700 |
| Altitude | 207 |
| Country | United States |
#2 Middlesex
Town in Washington County, Vermont, United States of America
| Population | 1,724 |
| Coordinates | 44.2928400, -72.6792800 |
| Altitude | 161 |
| Country | United States |
End: Middlesex (-72.67928, 44.29284)
Estimated Travel Time
Distance: 204 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 04h 13m |
| 40 mph (64.37 km/h) | 03h 09m |
| 50 mph (80.47 km/h) | 02h 31m |
| 60 mph (96.56 km/h) | 02h 06m |
| 70 mph (112.65 km/h) | 01h 48m |
| 80 mph (129 km/h) | 01h 34m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $17.63 | $35.27 |
| Mid-grade | $4.46 | $19.92 | $39.85 |
| Premium | $4.86 | $21.72 | $43.43 |
| Diesel | $6.00 | $26.81 | $53.61 |
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 Vermont · 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.