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Trip from Middlesex, VT to Bennington, VT

Compiled by the Trip.ovh editorial team · Last recalculated Apr 17, 2026 · Methodology

Drive Time

3h 3m

Distance

126.4 mi

203 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$20

one way

EV Charging

Unknown

Best Time to Leave

Save up to 34 min
4 AM
2h 52m ★
6 AM
3h 3m
8 AM
3h 26m
10 AM
3h 11m
12 PM
3h 9m
3 PM
3h 12m
5 PM
3h 25m
8 PM
2h 56m

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

Best Time Drive vs Fly
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Download GPX
town in Washington County, Vermont, United States of America

Middlesex, VT

Wikimedia Commons

Downtown Bennington, VT, VT

Bennington, VT

Andrea Davis

Trip Overview

The drive from Middlesex, VT to Bennington, VT covers 126.4 miles and takes about 3h 3m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on North Main Street, I 89, Vermont Route 100 for much of the mileage, and the overall profile is mixed drive. The longest uninterrupted segment is about 53.1 miles on North Main Street. At current regular gas prices, budget about $20.35 one way before food or hotel costs.

Trip Pace

Same-day drive is realistic

A same-day return is realistic if you keep stops short.

Break Rhythm

1 planned break

A short stop every 2 to 3 hours is enough for this drive.

Midpoint

63.2 miles from Middlesex, VT

A natural place for your longest stop of the day , about 1h 24m into the drive .

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 3h 3m. Total distance: 126.4 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

3h 3m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (53%). Straightforward navigation.

Scenic Drive

Mixed drive route profile with national parks nearby.

Drive Character

The drive from Middlesex, VT to Bennington, VT covers 126.4 miles and takes about 3h 3m, using a mix of highways and local roads.

Expect a mix of faster highway mileage and slower local approaches near the beginning or end.
There are about 20 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
North Main Street is the longest continuous segment at about 53.1 miles.

How Hard Is This Drive?

This route mixes highway mileage with some local-road sections near the start or finish. There are only a few real navigation decisions along the way. The trickiest moment comes around 0.5 miles in.

Driving Effort 4/10

Easy - simple navigation with a manageable amount of wheel time

Balances navigation complexity with total wheel time.

This is a straightforward 3h 3m drive. You will face about 10 decision points, but nothing that requires special attention if you follow navigation.

Where does it get tricky?

The main spots that need attention: at 0.5 miles: Navigation decision point; at 36.9 miles (VT 107): Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 37.2 miles (VT 107 / Vermont Route 107): Navigation decision point.

Critical Maneuvers

5 of 10 key points

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

4
0.5 mi into trip | ~1m in

Take the ramp

Navigation decision point

6
36.9 mi into trip | ~43m in | VT 107

Take the exit onto VT 107 toward VT 107: Bethel, Royalton

Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one

Exit 3 Toward VT 107: Bethel, Royalton
4
37.2 mi into trip | ~44m in | VT 107 / Vermont Route 107

Turn right onto VT 107 / Vermont Route 107

Navigation decision point

6
71.2 mi into trip | ~1h 38m in | US 4; US 7 / North Main Street

At end of road, turn left onto US 4; US 7 / North Main Street

Lane positioning matters here

Use the straight lane.
5
124.5 mi into trip | ~2h 59m in | US 7 / U.S. Route 7

Keep slight right at fork onto US 7 / U.S. Route 7 toward US 7 South: Bennington Downtown

Highway fork - watch signs carefully

Toward US 7 South: Bennington Downtown

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

On the drive from Middlesex, VT to Bennington, VT, road signs begin pointing toward Royalton along the way.

Royalton

36.9 mi in | ~43m | via VT 107

Main Roads

Road Distance Duration
North Main Street 53.1 mi 1h 20m
I 89 36.2 mi 41m
Vermont Route 100 10.7 mi 16m
U.S. Route 4 9.3 mi 14m
Vermont Route 107 8.4 mi 13m
River Street 3.4 mi 5m
Woodstock Avenue 1.2 mi 2m
U.S. Route 7 0.9 mi 1m
Longest stretch: North Main Street — 53.1 mi, about 1h 20m

Turn-by-Turn Driving Directions

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

1

Start on US 2

0.5 mi · 56 sec · U.S. Route 2
2

Turn slight right

145 ft · 6 sec
3

Turn straight onto Center Road

241 ft · 5 sec · Center Road
4

Take the ramp

0.2 mi · 21 sec
5

Merge onto I 89

36 mi · 41 min · I 89
6

Take the exit onto VT 107

0.3 mi · 46 sec · VT 107
Exit 3 Toward VT 107: Bethel, Royalton
7

Turn right onto VT 107

1.7 mi · 3 min · Vermont Route 107
8

Continue on VT 107

0.9 mi · 1 min · South Main Street
9

Turn slight left onto VT 107

3.4 mi · 5 min · River Street
10

Continue on VT 107

6.7 mi · 10 min · Vermont Route 107
11

Continue on VT 100

11 mi · 16 min · Vermont Route 100
12

Merge onto US 4

9.3 mi · 14 min · U.S. Route 4
13

Continue on US 4

1.2 mi · 2 min · Woodstock Avenue
14

At end of road, turn left onto US 4; US 7

53 mi · 1 hr 20 min · North Main Street
Use the straight lane.
15

Merge onto US 7; VT 279

0.2 mi · 14 sec · Bennington Bypass
16

Keep slight right at fork onto US 7

0.9 mi · 1 min · U.S. Route 7
Toward US 7 South: Bennington Downtown
17

Continue on US 7

0.3 mi · 47 sec · North Street
18

Turn right onto Depot Street

0.4 mi · 1 min · Depot Street
19

Turn left onto VT 9

0.1 mi · 23 sec · Main Street
20

Arrive at destination

VT 9

Trip Plan

Morning Departure

An early start around 7-8 AM gets you there with plenty of daylight left.

Evening Departure

A late afternoon start means arriving after dark. Morning is better.

You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 63.2 miles from Middlesex, VT, or about 1h 24m into the drive.
The longest continuous stretch on this route runs about 53.1 miles.

This is a comfortable same-day trip.

Departure

Before you leave

Start with fuel, water, and navigation already sorted so the first hour feels easy.

First stop

Around 28 miles or 33m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 63.2 miles or 1h 24m in

This is the best place for your longest stop, a real meal, and a full fuel check.

Final approach

Final hour starts around 2h 27m

Traffic, exits, and arrival timing usually matter more near Bennington, VT than in the middle of the route.

Before You Leave

+

Open the route before leaving Middlesex, VT so your first major turns are already loaded.

+

Leave with enough water and a charging cable within reach, not packed away.

+

Check your fuel range against the first long segment, especially if you are starting outside city service areas.

Day 1

Settle into the route from Middlesex, VT

This is one driving day of about 126.4 miles and 3h 3m.

Your first comfortable stop window is around 28 miles from Middlesex, VT.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on North Main Street for about 53.1 miles.

Where to Stop

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

Halfway Point

Midpoint

About 63.2 mi from Middlesex, VT · 1h 24m into the drive

town in Windsor County, Vermont, USA

Mid-route town

Meal stop

Bethel, VT

63 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

Bethel, VT

Fuel and coffee

A short stop after about 28 miles helps settle the day before fatigue starts building.

West Rutland, VT

Meal break

The midpoint is around 63.2 miles from Middlesex, VT, which is a good place for a longer meal and fuel stop.

Arriving in Bennington, VT

The final approach into Bennington, VT usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Bennington, VT.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

National Parks Near This Route

Worth a detour if your schedule allows.

Marsh - Billings - Rockefeller National Historical Park

Marsh - Billings - Rockefeller National Historical Park

National Historical Park

Walk through one of Vermont's most beautiful landscapes under the shade of the Mount Tom Forest, the oldest continuously managed scientific forest in the United States. This is a landscape of loss, re...

13 mi from route ~32 min detour Free near mile 43.6
View on nps.gov

Park data from the National Park Service API. Alerts update every 2 hours.

Fuel & Cost

Regular Gas

$20.35 one way

$40.70 round trip

$4.09/gal 25.4 MPG avg 44 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.50 $22.39 $44.78
premium $4.86 $24.21 $48.41
diesel $5.61 $27.91 $55.82

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$20

Meals

$25–$50

Total

$45–$70

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 44.2 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $13 in charging · 0 stops · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 37.9 0 $13.27 $6.07
Efficient EV 31.6 0 $11.06 $5.06
EV Truck/SUV 50.6 0 $17.70 $8.09

Gas CO2

44 kg

EV CO2

15 kg (66% 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

Middlesex, VT

Late night in Middlesex on Friday

Local time

2:24 AM

EDT

Current temp

36°F

Unavailable

Live forecast

Destination

Bennington, VT

Late night in Bennington on Friday

Local time

2:24 AM

EDT

Current temp

54°F

Unavailable

Live forecast

36°F

Bethel, VT

63 mi in

Seasonal Notes

Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.

Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.

Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.

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

18 degrees warmer at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

3h 3m 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 Middlesex, VT to Bennington, VT covers 126.4 miles and takes about 3h 3m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are North Main Street, I 89, Vermont Route 100. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 63.2 miles from Middlesex, VT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $20.35 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
Plan about 1 meaningful break for fuel, food, or rest. A short stop every 2 to 3 hours is enough for this drive.
This is a straightforward 3h 3m drive. You will face about 10 decision points, but nothing that requires special attention if you follow navigation.
The main spots that need attention: at 0.5 miles: Navigation decision point; at 36.9 miles (VT 107): Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 37.2 miles (VT 107 / Vermont Route 107): Navigation decision point.
On the drive from Middlesex, VT to Bennington, VT, road signs begin pointing toward Royalton along the way.
Yes. Nearby national parks include Marsh - Billings - Rockefeller National Historical Park.

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Return Trip

Bennington, VT to Middlesex, VT

Plan the drive back the other way.

126.6 mi 3h 3m

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