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Trip from Bennington, VT to Chester, VT

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards

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

Save up to 19 min
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.

Downtown Bennington, VT, VT

Bennington, VT

Andrea Davis

town in Windsor County, Vermont, United States

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.

Main Roads

Road Distance Duration
U.S. Route 7 21.2 mi 28m
Vermont Route 11 30 11.5 mi 17m
Vermont Route 11 5.6 mi 8m
Vermont Route 11 West 4.4 mi 6m
Simonsville Road 3.7 mi 5m
Depot Street 2.2 mi 4m
U.S. Route 7 North 1 mi 1m
Main Street 0.9 mi 2m
Longest stretch: U.S. Route 7 — 21.2 mi, about 28m

Turn-by-Turn Driving Directions

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

1

Start on VT 9

0.1 mi · 26 sec · Main Street
2

Turn right onto Depot Street

0.4 mi · 1 min · Depot Street
3

Merge onto US 7

0.3 mi · 47 sec · North Street
4

Continue on US 7

1.0 mi · 1 min · U.S. Route 7 North
5

Merge onto US 7; VT 279

0.2 mi · 15 sec · Bennington Bypass
6

Keep slight right at fork onto US 7

21 mi · 28 min · U.S. Route 7
7

Take the exit

0.3 mi · 48 sec
Toward VT 11, VT 30
8

Turn right onto VT 11; VT 30

1.7 mi · 2 min · Depot Street
9

Continue on VT 11; VT 30

12 mi · 17 min · Vermont Route 11 30
10

Continue on VT 100; VT 11

0.4 mi · 59 sec · North Main Street
11

Continue on VT 11

5.6 mi · 8 min · Vermont Route 11
12

Continue on VT 11

3.7 mi · 5 min · Simonsville Road
13

Continue on VT 11

4.4 mi · 6 min · Vermont Route 11 West
14

Continue on VT 11

0.7 mi · 2 min · Main Street
15

Turn right onto VT 35

72 ft · 2 sec · Grafton Street
16

Arrive at destination

VT 35

Where to Stop

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

town in Windham County, Vermont, United States

Mid-route town

Meal stop

Londonderry, VT

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

Arlington, VT

Fuel and coffee

A short stop after about 11 miles helps settle the day before fatigue starts building.

Manchester, VT

Meal break

The midpoint is around 25.8 miles from Bennington, VT, which is a good place for a longer meal and fuel stop.

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

Heads-up: tricky spots

5 of 6

5 decision points cluster between mile 0.1 and 23.3 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

3
0.1 mi into trip | ~0m in | Depot Street

Turn right onto Depot Street

Navigation decision point

4
0.6 mi into trip | ~1m in | US 7 / North Street

Merge onto US 7 / North Street

Merge point - match speed before joining

3
1.9 mi into trip | ~3m in | US 7; VT 279 / Bennington Bypass

Merge onto US 7; VT 279 / Bennington Bypass

Merge point - match speed before joining

4
2.1 mi into trip | ~4m in | US 7 / U.S. Route 7

Keep slight right at fork onto US 7 / U.S. Route 7

Highway fork - watch signs carefully

5
23.3 mi into trip | ~32m in

Take the exit toward VT 11, VT 30

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

Toward VT 11, VT 30

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.

Forecast as of Apr 15, 2026

Origin

Bennington, VT

Late night in Bennington on Sunday

Local time

12:33 AM

EDT

Current temp

54°F

Unavailable

Live forecast

Destination

Chester, VT

Late night in Chester on Sunday

Local time

12:33 AM

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.

What kind of drive is this?

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.

84% highway — fuel and pacing are the main things to plan.
16 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 21.2 mi on U.S. Route 7.

How Hard Is This Drive?

4/10

This is a straightforward highway drive that stays mostly on U.S. Route 7 and Vermont Route 11 30. There are only a few real navigation decisions along the way. The trickiest moment comes around 0.1 miles in near Depot Street.

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 1h 18m drive. You will face about 6 decision points, but nothing that requires special attention if you follow navigation.

Where does it get tricky?

The main spots that need attention: at 0.1 miles (Depot Street): Navigation decision point; at 0.6 miles (US 7 / North Street): Merge point - match speed before joining; at 1.9 miles (US 7; VT 279 / Bennington Bypass): Merge point - match speed before joining.

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 (84%). Straightforward navigation.

Frequently Asked Questions

The longest stretch is about 21.2 miles on U.S. Route 7. The full list of main roads is in the Roads section above.

Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.

Mostly yes along the main roads, but rural stretches through VT can have sparse or no coverage. Before you leave, download offline Google Maps or Apple Maps for the route, and consider downloading music or podcasts instead of streaming. If you depend on data for navigation, keep a paper backup of the turn-by-turn directions.

The main spots that need attention: at 0.1 miles (Depot Street): Navigation decision point; at 0.6 miles (US 7 / North Street): Merge point - match speed before joining; at 1.9 miles (US 7; VT 279 / Bennington Bypass): Merge point - match speed before joining.

Yes — Marsh - Billings - Rockefeller National Historical Park. See the National Parks section for detour distances and tips on detours.

Yes. A round trip is manageable in a single day if you plan a break at Chester, VT before heading back.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.

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