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Fall Road Trips in Massachusetts

Routes

30

Avg Distance

141 mi

Avg Drive

3h 3m

Destinations

15

Fall is arguably the best driving season in Massachusetts. Cooler air, changing foliage, and fewer crowds along 30 routes averaging 141 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.
Massachusetts routes can vary in condition depending on the time of year. Check for construction zones.

Frequently Asked Questions

We've identified 30 routes in Massachusetts that work well for fall travel, based on drive quality, typical weather conditions, and distance (averaging 141 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

Boston, MA → New York City, NY

214.1 mi 4h 40m Score: 9/10

Williamstown, MA → Fall River, MA

169.2 mi 3h 44m Score: 9/10

East Dennis, MA → Springfield, MA

163.6 mi 3h 29m Score: 9/10

Williamstown, MA → Boston, MA

157.8 mi 3h 30m Score: 9/10

Cheshire, MA → Lynn, MA

157.6 mi 3h 28m Score: 9/10

Barnstable, MA → Springfield, MA

154.5 mi 3h 16m Score: 9/10

Lynn, MA → Dalton, MA

152.7 mi 3h 20m Score: 8/10

Springfield, MA → Osterville, MA

148.4 mi 3h 5m Score: 8/10

Lenox, MA → Brockton, MA

144.4 mi 2h 59m Score: 9/10

Shelburne Falls, MA → Fall River, MA

143 mi 2h 57m Score: 9/10

Lenox, MA → Fall River, MA

141.7 mi 2h 55m Score: 8/10

Dalton, MA → Somerville, MA

139.8 mi 3h 5m Score: 8/10

West Stockbridge, MA → City of Lowell, MA

139.2 mi 2h 47m Score: 8/10

Pittsfield, MA → Boston, MA

137.4 mi 2h 54m Score: 8/10

Monument Beach, MA → Springfield, MA

136.9 mi 2h 51m Score: 9/10

New Marlborough, MA → Lowell, MA

136.4 mi 3h 4m Score: 9/10

Lee, MA → Quincy, MA

135.6 mi 2h 11m Score: 8/10

Dalton, MA → Lawrence, MA

134.4 mi 3h 20m Score: 9/10

Otis, MA → Brockton, MA

131.5 mi 2h 53m Score: 9/10

Lenox, MA → Boston, MA

130.3 mi 2h 41m Score: 8/10

Montague, MA → New Bedford, MA

130.3 mi 3h Score: 9/10

New Marlborough, MA → Cambridge, MA

129.4 mi 2h 59m Score: 9/10

Otis, MA → Lynn, MA

128.2 mi 2h 50m Score: 9/10

Weweantic, MA → Springfield, MA

128.1 mi 2h 42m Score: 9/10

North Adams, MA → Cambridge, MA

126.2 mi 3h 21m Score: 9/10

Wareham, MA → Springfield, MA

126.1 mi 2h 37m Score: 9/10

Lee, MA → Boston, MA

126.1 mi 2h 32m Score: 8/10

Wareham Center, MA → Springfield, MA

125.7 mi 2h 36m Score: 9/10

Otis, MA → Quincy, MA

125.2 mi 2h 46m Score: 8/10

Goshen, MA → Quincy, MA

124.1 mi 2h 45m Score: 8/10

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