Origin
Bennington, VT
Night in Bennington on Thursday
Local time
10:47 PM
EDT
Current temp
54°F
Unavailable
Live forecast
Trip from Bennington, VT to Chester, VT
Last recalculated Apr 17, 2026
Drive Time
1h 18m
Distance
51.6 mi
83 km
Drive Score
7/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$8
one way
EV Charging
Unknown
Best Time to Leave
4 AM
1h 12m
★
6 AM
1h 18m
8 AM
1h 31m
10 AM
1h 23m
12 PM
1h 22m
3 PM
1h 23m
5 PM
1h 30m
8 PM
1h 15m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Bennington, VT
Andrea Davis
Chester, VT
Wikimedia Commons
Trip Overview
Spanning 51.6 miles, this drive between Bennington and Chester, Vermont, is an efficient trip that typically takes about 1 hour and 18 minutes. It functions perfectly as a straightforward day trip, allowing you to complete the journey comfortably in a single day without needing an overnight stay. You should budget approximately $8 for fuel to cover the distance across these Northeast towns. The route relies heavily on U.S. Route 7 and Vermont Routes 11 and 30, keeping you moving steadily toward your destination. Whether you are heading north for a quick getaway or transit, this route offers a practical and predictable path through the Vermont countryside.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 18m. Total distance: 51.6 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 18m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (0%). Straightforward navigation.
Scenic Drive
Turn-heavy local drive route profile.
Drive Character
Expect a highway-focused experience, as 84% of this 51.6-mile trip consists of highway driving. You will spend a significant portion of your time on U.S. Route 7, which features the route's longest uninterrupted stretch of 21.2 miles. As you transition from the main highway onto Vermont Route 11, the character of the drive shifts slightly, requiring you to maintain focus on the road ahead. The combination of these primary thoroughfares provides a consistent pace, making it a reliable drive for those who prefer staying on major roads. Overall, it is a functional and direct journey that balances speed with regional accessibility.
This route has more turning and local-road decision points than a simple highway run.
There are about 16 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Depot Street is one of the defining roads on this drive.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive.
Driving Effort
1/10
Very easy - short and simple to drive
Balances navigation complexity with total wheel time.
The drive from Bennington, VT to Chester, VT is easy. At 1h 18m with 0% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Bennington, VT to Chester, VT is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Depot Street | — | — |
| North Street | — | — |
| Route 7 North | — | — |
| Bennington Bypass | — | — |
| Route 7 | — | — |
| VT 11 | — | — |
| Route 11 | — | — |
| North Main Street | — | — |
Some road-level metrics are being recalculated.
Longest stretch:
Depot Street
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bennington, VT and Chester, VT.
1
Start on Main Street
0.1 mi
·
27 sec
·
Main Street
2
Turn right onto Depot Street
0.4 mi
·
1 min
·
Depot Street
3
Merge slight right onto North Street
0.3 mi
·
47 sec
·
North Street
4
Continue on U.S. Route 7 North
1.0 mi
·
1 min
·
U.S. Route 7 North
5
Merge slight right onto Bennington Bypass
0.2 mi
·
16 sec
·
Bennington Bypass
6
Keep slight right to continue on U.S. Route 7
21 mi
·
28 min
·
U.S. Route 7
7
Take the exit slight right toward VT 11, VT 30
0.3 mi
·
49 sec
·
VT 11, VT 30
8
Turn right onto Depot Street
1.7 mi
·
2 min
·
Depot Street
9
Continue on Vermont Route 11 30
12 mi
·
17 min
·
Vermont Route 11 30
10
Continue on North Main Street
0.4 mi
·
59 sec
·
North Main Street
11
Continue on Vermont Route 11
5.6 mi
·
8 min
·
Vermont Route 11
12
Continue on Simonsville Road
3.7 mi
·
5 min
·
Simonsville Road
13
Continue on Vermont Route 11 West
4.4 mi
·
6 min
·
Vermont Route 11 West
14
Continue on Main Street
0.7 mi
·
2 min
·
Main Street
15
Turn right onto Grafton Street
72 ft
·
2 sec
·
Grafton Street
16
Arrive at your destination
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 25.8 mi from Bennington, VT · 39m into the drive
Mid-route town
Meal stop
26 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 11 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 25.8 miles from Bennington, VT, which is a good place for a longer meal and fuel stop.
Arriving in Chester, VT
The final approach into Chester, VT usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$8.31 one way
$16.61 round trip
$4.09/gal
25.4 MPG avg
18 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $9.14 | $18.28 |
| premium | $4.86 | $9.88 | $19.76 |
| diesel | $5.61 | $11.39 | $22.79 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$8
Estimated CO2 emission: 18.1 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $5 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 15.5 | 0 | $5.42 | $2.48 |
| Efficient EV | 12.9 | 0 | $4.52 | $2.06 |
| EV Truck/SUV | 20.6 | 0 | $7.22 | $3.30 |
Gas CO2
18 kg
EV CO2
6 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Chester, VT
Night in Chester on Thursday
Local time
10:47 PM
EDT
Current temp
37°F
Unavailable
Live forecast
39°F
Londonderry, VT
26 mi in
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
17 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
1h 18m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Bennington, VT to Chester, VT covers 51.6 miles and takes about 1h 18m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Depot Street, North Street, Route 7 North. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 25.8 miles from Bennington, VT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $8.31 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
The drive from Bennington, VT to Chester, VT is easy. At 1h 18m with 0% highway, most drivers will find it relaxed and low-stress.
This route does not have any notably tricky sections. Most of the drive from Bennington, VT to Chester, VT is straightforward, with well-signed roads and simple exits.
The route from Bennington, VT to Chester, VT does not surface many named destination signs beyond the main corridor.
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