Bridgeport, CT Road Trips

Drivers starting from Bridgeport, CT have 14 mapped routes to choose from, making it a small but connected base in the Northeast. Most drives stay under 44 miles, making this area well-suited for day trips and weekend getaways. Routes from Bridgeport, CT spread mainly east and west, covering a wide geographic range.

county seat city of Fairfield County, Connecticut, United States

Photo: Wikimedia Commons

Trip Routes

44

Longest Drive

98.7 mi

East Brooklyn, CT

Quickest Drive

14m

Milford, CT

Plan Around Bridgeport, CT

Popular Incoming Routes

Useful if Bridgeport, CT is the arrival point and you want the strongest routes into the city first.

Wauregan, CT to Bridgeport, CT 94.8 mi · 1h 57m Lisbon, CT to Bridgeport, CT 80.8 mi · 1h 41m Salmon Brook, CT to Bridgeport, CT 73.4 mi · 1h 36m Noank, CT to Bridgeport, CT 72.5 mi · 1h 36m

Continue From Bridgeport, CT

Good next legs if this city is only one stop in a longer road trip.

Bridgeport, CT to East Brooklyn, CT 98.7 mi · 2h 2m Bridgeport, CT to South Windham, CT 82.6 mi · 1h 47m Bridgeport, CT to Lebanon, CT 78.3 mi · 1h 42m Bridgeport, CT to East Haddam, CT 59.8 mi · 1h 20m

Trips from Bridgeport, CT

Bridgeport, CT to East Brooklyn, CT

98.7 mi 2h 2m

Bridgeport, CT to South Windham, CT

82.6 mi 1h 47m

Bridgeport, CT to Lebanon, CT

78.3 mi 1h 42m

Bridgeport, CT to East Haddam, CT

59.8 mi 1h 20m

Bridgeport, CT to Glastonbury, CT

52.9 mi 1h 8m

Bridgeport, CT to New Milford, CT

34.4 mi 56m

Bridgeport, CT to Oakville, CT

33.6 mi 44m

Bridgeport, CT to Pemberwick, CT

30.6 mi 45m

Bridgeport, CT to Waterbury, CT

30.4 mi 39m

Bridgeport, CT to Greenwich, CT

27.7 mi 39m

Bridgeport, CT to Riverside, CT

25.5 mi 37m

Bridgeport, CT to Danbury, CT

25 mi 46m

Bridgeport, CT to Newtown, CT

19.8 mi 31m

Bridgeport, CT to East Norwalk, CT

13.6 mi 20m

Driving from Bridgeport, CT

Expect an average of 44 miles and about 1h behind the wheel when leaving Bridgeport, CT. The majority of routes are short drives — quick enough to finish before lunch and be back for dinner. The longest mapped route runs 99 miles (2h 2m), while the shortest is just 14 miles.

Popular Destinations

Drivers leaving Bridgeport, CT most often head toward East Brooklyn, CT (98.7 mi, 2h 2m), South Windham, CT (82.6 mi, 1h 47m), Lebanon, CT (78.3 mi, 1h 42m), East Haddam, CT (59.8 mi, 1h 20m), and Glastonbury, CT (52.9 mi, 1h 8m). Most destinations stay within the same state, perfect for exploring the local region thoroughly.

Planning & Costs

Regular gas in CT currently averages around $3.95 per gallon. For the typical 44-mile trip from Bridgeport, CT, budget about $7 in fuel one way, assuming 25 MPG. Longer hauls and premium fuel will cost proportionally more.

Routes tend to go east, so afternoon departures put the sun at your back on the return leg. With an average drive under three hours, you have plenty of flexibility — leave whenever it suits you.

Frequently Asked Questions

There are 14 mapped routes leaving Bridgeport, CT and 30 routes heading into Bridgeport, CT, covering 44 total connections. Distances range from 14 to 99 miles.

The longest mapped route from Bridgeport, CT covers 99 miles and takes approximately 2h 2m. Shorter options start at just 14 miles.

The average route from Bridgeport, CT runs about 44 miles with a drive time of roughly 1h. This includes both short day trips and longer multi-day drives.

At current gas prices (about $3.95/gallon for regular), the average 44-mile trip from Bridgeport, CT costs roughly $7 in fuel one way, based on 25 MPG. Your actual cost depends on your vehicle's efficiency.

The most popular road trip destinations from Bridgeport, CT include East Brooklyn, CT, South Windham, CT, Lebanon, CT and East Haddam, CT. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.