Road Trips from Chester, VT
Where to drive next — curated by how much time you have and what you're in the mood for.
Total Routes
10
Shortest
0.3h
With Parks Nearby
7
Under 2 hours
Full-day getaway
8 total in this range
Williston, VT
2h 32m125.6 mi one way
Essex Junction, VT
2h 40m131.5 mi one way
Milton, VT
3h 2m142.2 mi one way
St Johnsbury, VT
2h 7m104.8 mi one way
Shelburne, VT
2h 35m97 mi one way
Browse by Mood
When to Go
Spring
Long daylight returns and parks begin peak bloom.
Summer
Fewer closures but plan for heat and heavier traffic.
Fall
Peak fall foliage — plan late-September through mid-October.
Winter
Shorter days — prioritize shorter drives or southbound routes.
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 Chester, VT city hub for all incoming and outgoing routes.