How far is Woodstock, VT from Bennington, VT?
The driving distance from Woodstock, VT to Bennington, VT is about 78.7 miles (126.6 km), with a travel time of about 02h 07m by car.
- The straight-line flight distance is about 61.8 miles (99.5 km).
- For a round trip, plan for roughly 04h 14m 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 07m.
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.
Slight Chance Snow Showers then Mostly Cloudy
Slight Chance Rain Showers then Partly Sunny
Driving Route Map
The map below follows the saved road route between Woodstock and Bennington.
Turn-by-Turn Driving Directions
Step-by-step road directions between Woodstock and Bennington.
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1
Start on the route
50 m · 16 sec
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2
Turn right onto Court Street
81 m · 13 sec · Court Street
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3
Turn right onto The Green
56 m · 6 sec · The Green
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4
Continue on The Green
1124 ft · 41 sec · The Green
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5
Continue on Church Street
1238 ft · 42 sec · Church Street
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6
Continue on River Street
932 ft · 32 sec · River Street
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7
Continue on West Woodstock Road
5.6 mi · 10 min · West Woodstock Road
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8
Continue on U.S. Route 4
1.8 mi · 4 min · U.S. Route 4
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9
Turn left onto Vermont Route 100A
7 mi · 12 min · Vermont Route 100A
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10
At the end of the road, turn left onto Vermont Route 100
8.7 mi · 13 min · Vermont Route 100
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11
At the end of the road, turn left onto Vermont Route 103 North
1.1 mi · 2 min · Vermont Route 103 North
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12
Continue on Pond Street
1 km · 2 min · Pond Street
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13
Continue on Pond Street
621 ft · 22 sec · Pond Street
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14
Continue on Pond Street
48 m · 7 sec · Pond Street
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15
Turn right onto Andover Street
2806 ft · 2 min · Andover Street
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16
Continue on Vermont Route 100 South
6.4 mi · 10 min · Vermont Route 100 South
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17
At the end of the road, turn left onto Vermont Route 100
2.9 mi · 4 min · Vermont Route 100
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18
Continue on Main Street
1.5 km · 2 min · Main Street
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19
Continue on Vermont Route 100
4.6 mi · 7 min · Vermont Route 100
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20
At the end of the road, turn right onto North Main Street
2077 ft · 59 sec · North Main Street
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21
Continue on Vermont Route 11
11.5 mi · 18 min · Vermont Route 11
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22
Continue on Depot Street
1.3 mi · 2 min · Depot Street
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23
Continue on Depot Street
2654 ft · 56 sec · Depot Street
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24
Take the ramp slight right toward US 7 South: Bennington
1442 ft · 40 sec
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25
Merge slight left onto U.S. Route 7
21.6 mi · 29 min · U.S. Route 7
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26
Merge slight right onto Bennington Bypass
953 ft · 15 sec · Bennington Bypass
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27
Keep slight right to continue on U.S. Route 7
1.5 km · 2 min · U.S. Route 7
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28
Continue on North Street
1791 ft · 48 sec · North Street
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29
Turn right onto Depot Street
2369 ft · 1 min · Depot Street
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30
Turn left onto Main Street
754 ft · 23 sec · Main Street
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31
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Woodstock and Bennington.
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
Merge slight left onto U.S. Route 7
21.6 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.
Slight Chance Snow Showers then Mostly Cloudy leaving Woodstock and Slight Chance Rain Showers then Partly Sunny near Bennington.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Woodstock to Bennington?
The road trip is about 78.7 miles (126.6 km) and usually takes 02h 07m 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?
Londonderry is a useful midpoint, sitting about 39.3 miles from Woodstock and 39.4 miles from Bennington.
How much longer is the road route than the straight-line distance?
The direct path is about 61.8 miles (99.5 km), while the road route adds roughly 16.9 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:16 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $10.97 one way or $21.93 round trip. Estimated CO2 is about 24.7 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Snow Showers then Mostly Cloudy around Woodstock and Slight Chance Rain Showers then Partly Sunny near Bennington.
Stop Ideas Near Londonderry
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 Londonderry.
Okemo, Vermont
Bellows Falls station
Claremont
Windsor station
Flight Path Map
This map shows the direct air route between Woodstock and Bennington. Straight-line distance: 61.83 mi (99.5 km).
#1 Woodstock
County seat of Windsor County, Vermont, United States
| Population | 2,911 |
| Coordinates | 43.6242400, -72.5184300 |
| Altitude | 214 |
| Country | United States |
#2 Bennington
Town in Vermont, United States
| Population | 14,897 |
| Coordinates | 42.8781300, -73.1967700 |
| Altitude | 207 |
| Country | United States |
End: Bennington (-73.19677, 42.87813)
Estimated Travel Time
Distance: 127 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 37m |
| 40 mph (64.37 km/h) | 01h 58m |
| 50 mph (80.47 km/h) | 01h 34m |
| 60 mph (96.56 km/h) | 01h 18m |
| 70 mph (112.65 km/h) | 01h 07m |
| 80 mph (129 km/h) | 00h 58m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $10.97 | $21.93 |
| Mid-grade | $4.46 | $12.39 | $24.78 |
| Premium | $4.86 | $13.51 | $27.01 |
| Diesel | $6.00 | $16.67 | $33.34 |
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.