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Trip from Bennington, VT to Brattleboro, VT

Last recalculated Apr 17, 2026

Drive Time

1h 10m

Distance

40.1 mi

65 km

Drive Score

7/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$6

one way

EV Charging

Unknown

Best Time to Leave

Save up to 17 min
4 AM
1h 5m ★
6 AM
1h 11m
8 AM
1h 22m
10 AM
1h 15m
12 PM
1h 13m
3 PM
1h 15m
5 PM
1h 21m
8 PM
1h 7m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

Downtown Bennington, VT, VT

Bennington, VT

Andrea Davis

town in Windham County, Vermont, United States

Brattleboro, VT

Wikimedia Commons

Trip Overview

Connecting Bennington to Brattleboro, this 40.1-mile journey is a straightforward transit across southern Vermont. You can expect to spend about 1 hour and 10 minutes behind the wheel, making it an ideal candidate for a simple day trip that requires no overnight stay. With a fuel budget of approximately $6, it is a highly economical route for your travel plans. The drive relies primarily on Vermont Route 9, which serves as your main artery for the duration of the trip. Because the distance is relatively short, you have plenty of flexibility to plan your departure time without worrying about a grueling schedule. This route is a practical link between two distinct hubs in the Northeast region.

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 1h 10m. Total distance: 40.1 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

1h 10m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

First-Time Driver

Mostly highway driving (73%). Straightforward navigation.

Drive Character

This drive is defined by a highway-focused profile, with 73% of the journey spent on higher-speed roads. You will spend the bulk of your time navigating Vermont Route 9, which features a longest uninterrupted stretch of 17.5 miles. As you progress, the road transitions between segments of Vermont Route 9 East and Marlboro Road, keeping the driving experience consistent. While the route is built for efficiency, the road design necessitates a steady focus as you make your way across the state. Expect a balanced drive that prioritizes direct travel over frequent turns or complex navigation.

Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 12 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Vermont Route 9 is the longest continuous segment at about 17.5 miles.

How Hard Is This Drive?

This is a straightforward highway drive that stays mostly on Vermont Route 9 and Vermont Route 9 East. Navigation is very simple - set it and forget it for most of the drive. The trickiest moment comes early in the drive near VT 9 / Main Street.

Driving Effort 1/10

Very easy - short and simple to drive

Balances navigation complexity with total wheel time.

The drive from Bennington, VT to Brattleboro, VT is easy. At 1h 10m with 73% highway, most drivers will find it relaxed and low-stress.

Where does it get tricky?

The main spots that need attention: near the start (VT 9 / Main Street): Lane positioning matters here; at 39.9 miles (US 5 / Main Street): Navigation decision point; at 40.1 miles (US 5 / Canal Street): Navigation decision point.

Critical Maneuvers

4 of 4 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

4
0 mi into trip | ~0m in | VT 9 / Main Street

Depart onto VT 9 / Main Street

Lane positioning matters here

Use the straight lane.
4
39.9 mi into trip | ~1h 9m in | US 5 / Main Street

At end of road, turn right onto US 5 / Main Street

Navigation decision point

5
40.1 mi into trip | ~1h 10m in | US 5 / Canal Street

At end of road, turn right onto US 5 / Canal Street

Navigation decision point

4
40.1 mi into trip | ~1h 10m in

Turn right

Navigation decision point

Main Roads

Road Distance Duration
Vermont Route 9 17.5 mi 27m
Vermont Route 9 East 11.7 mi 19m
Marlboro Road 4.2 mi 7m
Western Avenue 2.4 mi 6m
Main Street 1.7 mi 4m
West Main Street 1.3 mi 3m
Woodford Road 0.9 mi 1m
High Street 0.4 mi 1m
Longest stretch: Vermont Route 9 — 17.5 mi, about 27m

Turn-by-Turn Driving Directions

Step-by-step road directions between Bennington, VT and Brattleboro, VT.

1

Start on VT 9

1.5 mi · 3 min · Main Street
Use the straight lane.
2

Continue on VT 9

0.9 mi · 1 min · Woodford Road
3

Continue on VT 9

18 mi · 27 min · Vermont Route 9
4

Continue on VT 9

1.3 mi · 3 min · West Main Street
5

Continue on VT 9; VT 100

12 mi · 19 min · Vermont Route 9 East
6

Continue on VT 9

4.2 mi · 7 min · Marlboro Road
7

Continue on VT 9

2.4 mi · 6 min · Western Avenue
8

Continue on VT 9

0.4 mi · 1 min · High Street
9

At end of road, turn right onto US 5

0.2 mi · 38 sec · Main Street
10

At end of road, turn right onto US 5

54 ft · 1 sec · Canal Street
11

Turn right

110 ft · 8 sec
12

Arrive at destination

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 20.1 mi from Bennington, VT · 32m into the drive

Downtown Jamaica, VT, VT

Mid-route town

Meal stop

Jamaica, VT

20 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.

Popular next leg

Jamaica, VT to Brattleboro, VT

26 mi · 45m

Pacing Suggestions

Guilford, VT

Fuel and coffee

A short stop after about 40 miles helps settle the day before fatigue starts building.

Jamaica, VT

Meal break

The midpoint is around 20.1 miles from Bennington, VT, which is a good place for a longer meal and fuel stop.

Arriving in Brattleboro, VT

The final approach into Brattleboro, 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

$6.46 one way

$12.91 round trip

$4.09/gal 25.4 MPG avg 14 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.50 $7.10 $14.21
premium $4.86 $7.68 $15.36
diesel $5.61 $8.85 $17.71

No toll roads detected on this route.

Drive Cost (one way)

Fuel

$6

Estimated CO2 emission: 14 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $4 in charging · 0 stops · 64% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 12 0 $4.21 $1.92
Efficient EV 10 0 $3.51 $1.60
EV Truck/SUV 16 0 $5.61 $2.57

Gas CO2

14 kg

EV CO2

5 kg (64% 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.

Forecast as of Apr 15, 2026

Origin

Bennington, VT

Late night in Bennington on Friday

Local time

12:47 AM

EDT

Current temp

54°F

Unavailable

Live forecast

Destination

Brattleboro, VT

Late night in Brattleboro on Friday

Local time

12:47 AM

EDT

Current temp

45°F

Unavailable

Live forecast

37°F

Jamaica, VT

20 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

9 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 10m 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 Brattleboro, VT covers 40.1 miles and takes about 1h 10m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Vermont Route 9, Vermont Route 9 East, Marlboro Road. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 20.1 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 $6.46 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 Brattleboro, VT is easy. At 1h 10m with 73% highway, most drivers will find it relaxed and low-stress.
The main spots that need attention: near the start (VT 9 / Main Street): Lane positioning matters here; at 39.9 miles (US 5 / Main Street): Navigation decision point; at 40.1 miles (US 5 / Canal Street): Navigation decision point.
The route from Bennington, VT to Brattleboro, VT does not surface many named destination signs beyond the main corridor.

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