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Fall Road Trips in Connecticut

Routes

30

Avg Distance

103 mi

Avg Drive

2h 12m

Destinations

16

Fall is arguably the best driving season in Connecticut. Cooler air, changing foliage, and fewer crowds along 30 routes averaging 103 miles.

Planning Tips

Check the weather forecast for your route, not just your origin and destination.
Bring layers for shoulder-season travel — mornings and evenings can be much cooler than midday.
Connecticut routes can vary in condition depending on the time of year. Check for construction zones.

Frequently Asked Questions

We've identified 30 routes in Connecticut that work well for fall travel, based on drive quality, typical weather conditions, and distance (averaging 103 miles).

Drive times and distances come from actual road network data via OSRM. Fuel costs use current state-level gas prices. Drive scores factor in elevation profile, road variety, and terrain. All data is recalculated regularly.

Yes. Click any route to see its full trip page with turn-by-turn directions, fuel cost estimates, elevation profile, stop suggestions, weather conditions, and more.

Fall Routes

Greenwich, CT → Danielson, CT

125.4 mi 2h 36m Score: 8/10

North Stamford, CT → East Brooklyn, CT

121.1 mi 2h 32m Score: 8/10

Quinebaug, CT → Stamford, CT

120.6 mi 2h 39m Score: 8/10

Killingly Center, CT → East Norwalk, CT

114.3 mi 2h 21m Score: 8/10

Pomfret, CT → North Stamford, CT

114 mi 2h 34m Score: 8/10

Woodstock, CT → Norwalk, CT

112.2 mi 2h 27m Score: 8/10

North Stamford, CT → Hampton, CT

109.1 mi 2h 20m Score: 9/10

Greenwich, CT → Mansfield City, CT

108.7 mi 2h 24m Score: 9/10

Windham, CT → Stamford, CT

106.3 mi 2h 19m Score: 8/10

Killingly Center, CT → Fairfield, CT

106.3 mi 2h 9m Score: 8/10

Danbury, CT → Danielson, CT

105.5 mi 2h 14m Score: 9/10

North Stamford, CT → Jewett City, CT

104.4 mi 2h 13m Score: 8/10

Norwalk, CT → Hampton, CT

102.9 mi 2h 11m Score: 9/10

Greenwich, CT → Coventry, CT

100.9 mi 2h 13m Score: 8/10

Norwich, CT → Greenwich, CT

100.5 mi 2h 10m Score: 8/10

Canterbury, CT → Danbury, CT

100.4 mi 1h 50m Score: 8/10

Lisbon, CT → Danbury, CT

100.2 mi 2h 4m Score: 8/10

Bridgeport, CT → East Brooklyn, CT

98.7 mi 2h 2m Score: 7/10

Enfield, CT → Greenwich, CT

98.1 mi 2h 7m Score: 7/10

Ellington, CT → Greenwich, CT

97.5 mi 2h 8m Score: 7/10

Hampton, CT → Danbury, CT

97.4 mi 2h 1m Score: 8/10

Norwalk, CT → South Windham, CT

96.7 mi 2h 6m Score: 8/10

Hazardville, CT → Stamford, CT

96.4 mi 2h 5m Score: 7/10

Columbia, CT → Stamford, CT

96 mi 2h 2m Score: 7/10

Jewett City, CT → Norwalk, CT

95.4 mi 2h Score: 7/10

Stafford, CT → East Norwalk, CT

95.4 mi 2h 3m Score: 7/10

Wauregan, CT → Bridgeport, CT

94.8 mi 1h 57m Score: 7/10

Barkhamsted, CT → Greenwich, CT

94.2 mi 2h 5m Score: 7/10

Bolton, CT → Greenwich, CT

93.6 mi 2h 2m Score: 7/10

Danbury, CT → Eastford, CT

93.5 mi 2h 2m Score: 7/10

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