Fairfield, CT Road Trips

Drivers starting from Fairfield, CT have 20 mapped routes to choose from, making it a accessible departure city in the Northeast. Most drives stay under 41 miles, making this area well-suited for day trips and weekend getaways. Routes from Fairfield, CT spread mainly east and north, covering a wide geographic range.

Photo: David Kanigan

Trip Routes

34

Longest Drive

106.3 mi

Killingly Center, CT

Quickest Drive

12m

Norwalk, CT

Plan Around Fairfield, CT

Popular Incoming Routes

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

Killingly Center, CT to Fairfield, CT 106.3 mi · 2h 9m Ledyard, CT to Fairfield, CT 77.9 mi · 1h 43m Canton, CT to Fairfield, CT 67.5 mi · 1h 25m Newington, CT to Fairfield, CT 53.2 mi · 1h 9m

Continue From Fairfield, CT

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

Fairfield, CT to Mansfield City, CT 86.4 mi · 1h 54m Fairfield, CT to Enfield, CT 76.5 mi · 1h 38m Fairfield, CT to Montville, CT 74.7 mi · 1h 41m Fairfield, CT to Windsor, CT 67.1 mi · 1h 27m

Trips from Fairfield, CT

Fairfield, CT to Mansfield City, CT

86.4 mi 1h 54m

Fairfield, CT to Enfield, CT

76.5 mi 1h 38m

Fairfield, CT to Montville, CT

74.7 mi 1h 41m

Fairfield, CT to Windsor, CT

67.1 mi 1h 27m

Fairfield, CT to Winsted, CT

64 mi 1h 21m

Fairfield, CT to East Hampton, CT

57.5 mi 1h 21m

Fairfield, CT to Essex, CT

54.5 mi 1h 16m

Fairfield, CT to Killingworth, CT

44.6 mi 1h 6m

Fairfield, CT to Meriden, CT

41.8 mi 56m

Fairfield, CT to Madison, CT

41.1 mi 57m

Fairfield, CT to Woodbury, CT

35.2 mi 55m

Fairfield, CT to Southbury, CT

30.7 mi 48m

Fairfield, CT to Danbury, CT

24.4 mi 45m

Fairfield, CT to Greenwich, CT

22.5 mi 31m

Fairfield, CT to North Stamford, CT

19.5 mi 30m

Fairfield, CT to Stamford, CT

17.1 mi 24m

Fairfield, CT to Milford, CT

13.6 mi 20m

Fairfield, CT to Easton, CT

10.1 mi 18m

Driving from Fairfield, CT

On average, trips departing from Fairfield, CT run 41 miles with a drive time of roughly 57m. The majority of routes are short drives — quick enough to finish before lunch and be back for dinner. The longest mapped route runs 86 miles (1h 54m), while the shortest is just 9 miles.

Popular Destinations

The most popular drives from Fairfield, CT include Mansfield City, CT (86.4 mi, 1h 54m), Enfield, CT (76.5 mi, 1h 38m), Montville, CT (74.7 mi, 1h 41m), Windsor, CT (67.1 mi, 1h 27m), and Winsted, CT (64 mi, 1h 21m). 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 41-mile trip from Fairfield, CT, budget about $6 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 20 mapped routes leaving Fairfield, CT and 16 routes heading into Fairfield, CT, covering 36 total connections. Distances range from 9 to 86 miles.

The longest mapped route from Fairfield, CT covers 86 miles and takes approximately 1h 54m. Shorter options start at just 9 miles.

The average route from Fairfield, CT runs about 41 miles with a drive time of roughly 57m. This includes both short day trips and longer multi-day drives.

At current gas prices (about $3.95/gallon for regular), the average 41-mile trip from Fairfield, CT costs roughly $6 in fuel one way, based on 25 MPG. Your actual cost depends on your vehicle's efficiency.

The most popular road trip destinations from Fairfield, CT include Mansfield City, CT, Enfield, CT, Montville, CT and Windsor, CT. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.