Road Trips from Bennington, VT
Bennington is your launchpad for exploring Vermont's Green Mountains, with options ranging from short, scenic hops to longer, more immersive drives. You've got a mix of mostly flat and gently rolling terrain, with all routes offering access to Marsh - Billings - Rockefeller National Historical Park. Whether you're looking for a quick afternoon drive or a more extensive trip covering over 100 miles, Bennington provides a solid starting point for a variety of road trip lengths.
Total Routes
23
Shortest
1.8h
With Parks Nearby
22
Under 2 hours
Full-day getaway
17 total in this range
Huntington, VT
3h115.5 mi one way
For a longer drive with a high drive score (9/9), consider this 115.5-mile route to Huntington. It features gently rolling terrain over 3 hours, offering a bit more scenic variety than the flatter options. It's a solid choice if you want a longer haul without committing to an overnight stay.
Lincoln, VT
2h 40m101.3 mi one way
This 101.3-mile trip to Lincoln offers a high drive score of 9/9 and gently rolling terrain, perfect for a longer day trip. It's more substantial than the Brandon route but still manageable within 2.7 hours, providing a good balance of distance and scenic driving.
Hinesburg, VT
2h 55m113.3 mi one way
Clocking in at 113.3 miles and 2.9 hours, this route to Hinesburg boasts a perfect 9/9 drive score and gently rolling terrain. It's a compelling option if you're looking for a longer drive that balances distance with a pleasant driving experience.
Bristol, VT
2h 29m96.4 mi one way
At 96.4 miles and 2.5 hours, this drive to Bristol is a good middle-ground option. It features mostly flat terrain and a high drive score of 9/9, making it an easy yet engaging trip. It's a more extensive drive than the Brandon route but still easily done in a day.
Cambridge, VT
3h 48m145.9 mi one way
This 145.9-mile journey to Cambridge is one of the longest day trip options, taking 3.8 hours with a 9/9 drive score. The gently rolling terrain adds to the driving experience. It’s a good pick if you’re looking to maximize your driving time on a single outing.
Weekend trip
Berkshire, VT
4h 22m171.5 mi one way
Covering 171.5 miles and taking 4.4 hours, this route to Berkshire offers the most extensive drive among the day trips, with a 'Mostly highway' profile and mostly flat terrain. It’s ideal if your priority is maximizing mileage and seeing more of the state in one go.
Franklin, VT
4h 12m166.5 mi one way
At 166.5 miles and 4.2 hours, this drive to Franklin is one of the longest available from Bennington. The mostly flat terrain and a drive score of 9/9 make it a substantial yet smooth excursion, perfect for a full day of exploration.
Sheldon, VT
4h 3m160.2 mi one way
This 160.2-mile drive to Sheldon takes 4.1 hours and features mostly flat terrain. With a top drive score of 9/9, it presents a long, consistent driving experience. It's a solid choice if you want to cover significant ground on a single trip.
Richford, VT
4h 25m176.6 mi one way
This 176.6-mile route to Richford is the longest option from Bennington, requiring 4.4 hours. It offers mostly flat terrain and a perfect drive score. If covering maximum distance is your goal for a day trip, this is the route to consider.
Montgomery, VT
4h 27m176.6 mi one way
At 176.6 miles and 4.5 hours, this drive to Montgomery is the longest and takes the most time. Featuring mostly flat terrain and a drive score of 9/9, it’s designed for maximum mileage on a single day's outing.
Browse by Mood
Huntington, VT
3h115.5 mi one way
Berkshire, VT
4h 22m171.5 mi one way
Lincoln, VT
2h 40m101.3 mi one way
Hinesburg, VT
2h 55m113.3 mi one way
Hinesburg, VT
2h 55m113.3 mi one way
Richford, VT
4h 25m176.6 mi one way
Montgomery, VT
4h 27m176.6 mi one way
Johnson, VT
3h 51m156.7 mi one way
When to Go
Spring
With mostly flat and gently rolling terrain, spring drives from Bennington are accessible, offering access to Marsh - Billings - Rockefeller National Historical Park.
Summer
Longer drives to destinations like Cambridge or Richford are ideal in summer, with consistently rolling or flat terrain and park access.
Fall
The mostly flat and gently rolling terrain supports scenic drives, with all routes providing access to Marsh - Billings - Rockefeller National Historical Park.
Winter
While specific winter conditions aren't detailed, the predominantly flat and gently rolling terrain suggests these routes are generally manageable.
Starting Somewhere Else?
Other nearby cities with their own escape planners.
Ready to plan?
Pick any destination above for full turn-by-turn directions, fuel cost, rest stops, and weather. Or visit the Bennington, VT city hub for all incoming and outgoing routes.