How far is Waitsfield, VT from Bennington, VT?
The driving distance from Waitsfield, VT to Bennington, VT is about 110.2 miles (177.4 km), with a travel time of about 02h 25m by car.
- The straight-line flight distance is about 92.5 miles (148.9 km).
- For a round trip, plan for roughly 04h 51m 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 25m.
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.
Light Rain
Rain Showers
Driving Route Map
The map below follows the saved road route between Waitsfield and Bennington.
Turn-by-Turn Driving Directions
Step-by-step road directions between Waitsfield and Bennington.
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1
Start on Main Street
3.6 mi · 7 min · Main Street
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2
Continue on Vermont Route 100
21.3 mi · 34 min · Vermont Route 100
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3
Continue on North Main Street
1.2 km · 2 min · North Main Street
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4
Continue on Vermont Route 100 South
7 mi · 11 min · Vermont Route 100 South
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5
Continue on Vermont Route 100
1 mi · 2 min · Vermont Route 100
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6
At the end of the road, turn right onto Vermont Route 100
10.7 mi · 16 min · Vermont Route 100
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7
Merge slight left onto U.S. Route 4
9.3 mi · 15 min · U.S. Route 4
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8
Continue on Woodstock Avenue
1.2 mi · 3 min · Woodstock Avenue
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9
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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10
Merge slight right onto Bennington Bypass
953 ft · 15 sec · Bennington Bypass
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11
Keep slight right to continue on U.S. Route 7
1.5 km · 2 min · U.S. Route 7
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12
Continue on North Street
1791 ft · 48 sec · North Street
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13
Turn right onto Depot Street
2369 ft · 1 min · Depot Street
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14
Turn left onto Main Street
754 ft · 23 sec · Main Street
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15
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Waitsfield 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.
Light Rain leaving Waitsfield and Rain Showers near Bennington.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Waitsfield to Bennington?
The road trip is about 110.2 miles (177.4 km) and usually takes 02h 25m 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 55.1 miles from Waitsfield and 55.2 miles from Bennington.
How much longer is the road route than the straight-line distance?
The direct path is about 92.5 miles (148.9 km), while the road route adds roughly 17.7 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 1:38 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $15.35 one way or $30.69 round trip. Estimated CO2 is about 34.6 kg one way.
What should you check before leaving?
Before you leave, expect Light Rain around Waitsfield and Rain Showers 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 Waitsfield and Bennington. Straight-line distance: 92.54 mi (148.93 km).
#1 Waitsfield
Town in Vermont
| Population | 1,692 |
| Coordinates | 44.1900600, -72.8248400 |
| Altitude | 217 |
| 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: 177 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 40m |
| 40 mph (64.37 km/h) | 02h 45m |
| 50 mph (80.47 km/h) | 02h 12m |
| 60 mph (96.56 km/h) | 01h 50m |
| 70 mph (112.65 km/h) | 01h 34m |
| 80 mph (129 km/h) | 01h 22m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $15.35 | $30.69 |
| Mid-grade | $4.46 | $17.34 | $34.68 |
| Premium | $4.86 | $18.90 | $37.80 |
| Diesel | $6.00 | $23.33 | $46.66 |
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 · May 13, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.