How far is Chelsea, VT from Bennington, VT?
The driving distance from Chelsea, VT to Bennington, VT is about 106.8 miles (171.9 km), with a travel time of about 02h 22m by car.
- The straight-line flight distance is about 85.5 miles (137.6 km).
- For a round trip, plan for roughly 04h 45m 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 22m.
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 Rutland County, Vermont, surrounding the city of Rutland
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers
Showers And Thunderstorms Likely
Driving Route Map
The map below follows the saved road route between Chelsea and Bennington.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chelsea and Bennington.
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1
Start on Vermont Route 110
13.3 mi · 22 min · Vermont Route 110
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2
Turn right onto Vermont Route 14
3.5 mi · 7 min · Vermont Route 14
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3
Turn left onto Vermont Route 107
2.5 mi · 5 min · Vermont Route 107
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4
Continue on South Main Street
1.4 km · 2 min · South Main Street
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5
Turn slight left onto River Street
3.4 mi · 6 min · River Street
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6
Continue on Vermont Route 107
6.7 mi · 10 min · Vermont Route 107
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7
Continue on Vermont Route 100
10.7 mi · 16 min · Vermont Route 100
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8
Merge slight left onto U.S. Route 4
9.3 mi · 15 min · U.S. Route 4
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9
Continue on Woodstock Avenue
1.2 mi · 3 min · Woodstock Avenue
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10
At the end of the road, turn left onto North Main Street
53.1 mi · 1 hr 20 min · North Main Street
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11
Merge slight right onto Bennington Bypass
953 ft · 15 sec · Bennington Bypass
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12
Keep slight right to continue on U.S. Route 7
1.5 km · 2 min · U.S. Route 7
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13
Continue on North Street
1791 ft · 48 sec · North Street
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14
Turn right onto Depot Street
2369 ft · 1 min · Depot Street
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15
Turn left onto Main Street
754 ft · 23 sec · Main Street
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16
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Chelsea and Bennington.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
North Main Street
At the end of the road, turn left onto North Main Street
53.1 mi · 01h 20m
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.
Rain Showers leaving Chelsea and Showers And Thunderstorms Likely near Bennington.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chelsea to Bennington?
The road trip is about 106.8 miles (171.9 km) and usually takes 02h 22m 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?
Rutland is a useful midpoint, sitting about 53.4 miles from Chelsea and 53.4 miles from Bennington.
How much longer is the road route than the straight-line distance?
The direct path is about 85.5 miles (137.6 km), while the road route adds roughly 21.3 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 1:44 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $14.87 one way or $29.75 round trip. Estimated CO2 is about 33.5 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers around Chelsea and Showers And Thunderstorms Likely near Bennington.
Stop Ideas Near Rutland
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 Rutland.
Rutland station
Castleton station
Fair Haven, Vermont
Okemo, Vermont
Flight Path Map
This map shows the direct air route between Chelsea and Bennington. Straight-line distance: 85.51 mi (137.62 km).
#1 Chelsea
Town in Vermont, US
| Population | 1,294 |
| Coordinates | 43.9897900, -72.4476000 |
| Altitude | 250 |
| Country | United States |
#2 Bennington
Town in Vermont, United States
| Population | 14,897 |
| Coordinates | 42.8781300, -73.1967700 |
| Altitude | 207 |
| Country | United States |
End: Main Street (-73.196743, 42.878279)
Estimated Travel Time
Distance: 172 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 33m |
| 40 mph (64.37 km/h) | 02h 40m |
| 50 mph (80.47 km/h) | 02h 08m |
| 60 mph (96.56 km/h) | 01h 46m |
| 70 mph (112.65 km/h) | 01h 31m |
| 80 mph (129 km/h) | 01h 19m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $14.87 | $29.75 |
| Mid-grade | $4.46 | $16.80 | $33.61 |
| Premium | $4.86 | $18.31 | $36.63 |
| Diesel | $6.00 | $22.61 | $45.22 |
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 16, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.