How far is Bennington, VT from Windsor, VT?
The driving distance from Bennington, VT to Windsor, VT is about 83.3 miles (134 km), with a travel time of about 02h 02m by car.
- The straight-line flight distance is about 58.3 miles (93.9 km).
- For a round trip, plan for roughly 04h 04m 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 02h 02m.
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 Windham County, Vermont, 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 Bennington and Windsor.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bennington and Windsor.
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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
21.2 mi · 29 min · U.S. Route 7
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7
Take the exit slight right toward VT 11, VT 30
1763 ft · 49 sec
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8
Turn right onto Depot Street
1.7 mi · 3 min · Depot Street
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9
Continue on Vermont Route 11 30
11.5 mi · 18 min · Vermont Route 11 30
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10
Continue on North Main Street
2077 ft · 59 sec · North Main Street
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11
Continue on Vermont Route 11
5.6 mi · 9 min · Vermont Route 11
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12
Continue on Simonsville Road
3.7 mi · 6 min · Simonsville Road
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13
Continue on Vermont Route 11 West
4.4 mi · 7 min · Vermont Route 11 West
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14
Continue on Main Street
1.2 mi · 3 min · Main Street
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15
Continue on Vermont Route 103 South
2.5 mi · 5 min · Vermont Route 103 South
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16
Continue on Rockingham Road
6.6 mi · 10 min · Rockingham Road
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17
Take the exit left toward I 91 North: Springfield, White River Junction
752 ft · 19 sec
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18
Merge slight left
15.9 mi · 18 min
-
19
Take the exit slight right toward VT 131: Ascutney, Windsor
890 ft · 22 sec
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20
Turn right onto Vermont Route 131
2016 ft · 32 sec · Vermont Route 131
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21
Turn left onto U.S. Route 5
4.9 mi · 7 min · U.S. Route 5
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22
Continue on Main Street
2527 ft · 44 sec · Main Street
-
23
Turn right onto Depot Avenue
50 m · 7 sec · Depot Avenue
-
24
Continue on Depot Avenue
74 m · 11 sec · Depot Avenue
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25
Arrive at your destination
0 m · 1 sec · Depot Avenue
Car Route Details
A richer read on the saved driving route between Bennington and Windsor.
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.
U.S. Route 7
Keep slight right to continue on U.S. Route 7
21.2 mi · 00h 29m
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 Bennington and Mostly Sunny near Windsor.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Bennington to Windsor?
The road trip is about 83.3 miles (134 km) and usually takes 02h 02m 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?
Windham is a useful midpoint, sitting about 41.6 miles from Bennington and 41.6 miles from Windsor.
How much longer is the road route than the straight-line distance?
The direct path is about 58.3 miles (93.9 km), while the road route adds roughly 25 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 2:26 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.60 one way or $23.20 round trip. Estimated CO2 is about 26.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Bennington and Mostly Sunny near Windsor.
Stop Ideas Near Windham
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 Windham.
Bellows Falls station
Okemo, Vermont
Claremont
Union Station
Flight Path Map
This map shows the direct air route between Bennington and Windsor. Straight-line distance: 58.35 mi (93.91 km).
#1 Bennington
Town in Vermont, United States
| Population | 14,897 |
| Coordinates | 42.8781300, -73.1967700 |
| Altitude | 207 |
| Country | United States |
#2 Windsor
Town in Windsor County, Vermont, USA
| Population | 3,284 |
| Coordinates | 43.4803500, -72.3848100 |
| Altitude | 101 |
| Country | United States |
End: Windsor (-72.38481, 43.48035)
Estimated Travel Time
Distance: 134 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 46m |
| 40 mph (64.37 km/h) | 02h 04m |
| 50 mph (80.47 km/h) | 01h 39m |
| 60 mph (96.56 km/h) | 01h 23m |
| 70 mph (112.65 km/h) | 01h 11m |
| 80 mph (129 km/h) | 01h 02m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $11.60 | $23.20 |
| Mid-grade | $4.46 | $13.10 | $26.21 |
| Premium | $4.86 | $14.28 | $28.57 |
| Diesel | $6.00 | $17.63 | $35.26 |
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.