Road Trips from Bridgeport, CT
Where to drive next — curated by how much time you have and what you're in the mood for.
Total Routes
14
Shortest
0.3h
With Parks Nearby
13
Under 2 hours
13 total in this range
Lebanon, CT
1h 42m78.3 mi one way
Danbury, CT
46m25 mi one way
New Milford, CT
56m34.4 mi one way
South Windham, CT
1h 47m82.6 mi one way
East Haddam, CT
1h 20m59.8 mi one way
Full-day getaway
Browse by Mood
Lebanon, CT
1h 42m78.3 mi one way
Danbury, CT
46m25 mi one way
New Milford, CT
56m34.4 mi one way
South Windham, CT
1h 47m82.6 mi one way
Danbury, CT
46m25 mi one way
New Milford, CT
56m34.4 mi one way
Greenwich, CT
39m27.7 mi one way
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 Bridgeport, CT city hub for all incoming and outgoing routes.