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Fall Road Trips in Massachusetts

Routes

30

Avg Distance

196 mi

Avg Drive

4h 9m

Destinations

25

Massachusetts in the fall offers a vibrant tapestry of autumn colors, with drives ranging from 5 to 23 hours. You'll encounter terrain that's mostly gently rolling, with maximum elevations reaching up to 1,890 feet. While EV charging can be sparse on some routes, you'll find opportunities to stop at parks on certain drives. This collection highlights the best of autumn exploration in the Bay State.

Fuel snapshot for this state

Regular

$4.44/gal

Diesel: $6.18/gal

Typical trip cost

$24–$203

One-way, ~196 mi avg @ 25.4 MPG

CO₂ per trip

~69 kg

ICE vehicle, one-way average

Source: US Energy Information Administration • week of 2026-10-12

Climate through the year: Massachusetts

Massachusetts peaks at around 82°F in Jul and cools to 37°F / 23°F in Jan. Wettest month is Dec at ~4.3 in of rain. Table highlights Fall months.

Month High °F Low °F Rain in Snow in
Jan 37 23 3.4 14.3
Feb 39 25 3.2 14.4
Mar 46 31 4.2 9
Apr 56 41 3.6 1.6
May 67 50 3.3 —
Jun 76 60 3.9 —
Jul 82 66 3.3 —
Aug 80 65 3.2 —
Sep peak 73 58 3.6 —
Oct peak 62 48 4 0.2
Nov peak 52 38 3.7 0.7
Dec 42 29 4.3 9

Source: NOAA NCEI Monthly Climate Normals, 1991–2020 reference period. Sampled at the major-airport station for MA — microclimates along specific routes can vary significantly.

Planning Tips

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 196 miles).
Current regular gas averages $4.44/gallon in Massachusetts (week of 2026-10-12). Diesel: $6.18/gallon. A typical one-way trip on these routes costs between $24 and $203. Source: US Energy Information Administration.
Across Sep, Oct, Nov, Massachusetts typically sees daytime highs in the 52–73°F range with about 3.8 in of rain per month on average. Based on NOAA 1991–2020 monthly climate normals.
Drive times and distances come from OSRM routing over real OpenStreetMap road networks. Fuel costs use weekly US Energy Information Administration state-level gas prices. Drive scores factor in elevation profile, road variety, and terrain. EV charging data is sourced from NREL. Climate normals come from NOAA NCEI (1991–2020 reference period). Hazard data comes from FEMA and USGS public feeds.
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

Editor's pick

Chelsea, MA → Lanett, AL

1163.1 mi 23h Score: 6/10 ~$203 fuel

Through: New York City → Waterbury → Newark +9 more

5 tricky spots

This long-haul drive scores a 6, traversing gently rolling terrain up to 974 feet. With access to parks and 4 DC fast chargers, it's a solid option for covering significant ground.

Editor's pick

Williamstown, MA → Dummer, NH

229.9 mi 5h 29m Score: 9/10 ~$40 fuel

Through: Lower Waterford

5 tricky spots High drive quality

Boasting a high drive score of 9, this mostly highway route reaches an elevation of 1,890 feet through gently rolling terrain, offering a substantial driving experience.

Editor's pick

Boston, MA → New York City, NY

214.1 mi 4h 40m Score: 9/10 ~$37 fuel

Through: Waterbury → Manhattan

5 tricky spots High drive quality

With a strong drive score of 9, this mostly highway trip covers mostly flat terrain up to 681 feet and includes park access, making it a convenient choice.

New Bedford, MA → Williamstown, MA

182.8 mi 4h 1m Score: 9/10 ~$32 fuel

Through: Springfield → Pittsfield

5 tricky spots High drive quality

Williamstown, MA → Bald Head, ME

182 mi 4h 30m Score: 8/10 ~$32 fuel

Through: Lawrence → New Hampshire → Maine Points

5 tricky spots High drive quality

Springfield, MA → North Eastham, MA

174.7 mi 3h 43m Score: 9/10 ~$31 fuel

Through: Taunton → Cape Cod

5 tricky spots High drive quality

Plymouth, MA → Pittsfield, MA

173.3 mi 3h 38m Score: 9/10 ~$30 fuel

Through: Boston → Warwick Rhode Island → Springfield

5 tricky spots High drive quality

New Bedford, MA → Cheshire, MA

172.4 mi 3h 44m Score: 9/10 ~$30 fuel

Through: Springfield → Pittsfield

5 tricky spots High drive quality

Williamstown, MA → Fall River, MA

169.2 mi 3h 44m Score: 9/10 ~$30 fuel

Through: Providence → Cape Cod → Seekonk

5 tricky spots High drive quality

Springfield, MA → Orleans, MA

168 mi 3h 30m Score: 9/10 ~$29 fuel

Through: Taunton → Cape Cod

5 tricky spots High drive quality

New Bedford, MA → Dalton, MA

167.5 mi 3h 37m Score: 9/10 ~$29 fuel

Through: Springfield → Pittsfield

5 tricky spots High drive quality

Springfield, MA → Chatham, MA

166.7 mi 3h 30m Score: 9/10 ~$29 fuel

Through: Taunton → Cape Cod

5 tricky spots High drive quality

New Bedford, MA → Pittsfield, MA

162.7 mi 3h 26m Score: 9/10 ~$28 fuel

Through: Springfield

5 tricky spots High drive quality

New Bedford, MA → Richmond, MA

162 mi 3h 17m Score: 9/10 ~$28 fuel

Through: Springfield

5 tricky spots High drive quality

Williamstown, MA → Boston, MA

157.8 mi 3h 30m Score: 9/10 ~$28 fuel
5 tricky spots High drive quality

Haverhill, MA → Pittsfield, MA

157.7 mi 3h 18m Score: 8/10 ~$28 fuel

Through: Nashua New Hampshire

5 tricky spots High drive quality

Cheshire, MA → Lynn, MA

157.6 mi 3h 28m Score: 9/10 ~$28 fuel
5 tricky spots High drive quality

Brockton, MA → Sheffield, MA

157 mi 3h 24m Score: 9/10 ~$27 fuel

Through: Portsmouth New Hampshire → Albany → Newton +6 more

5 tricky spots High drive quality

New Bedford, MA → Stockbridge, MA

156 mi 3h 12m Score: 9/10 ~$27 fuel

Through: Springfield

5 tricky spots High drive quality

New Bedford, MA → Lenox, MA

155.7 mi 3h 13m Score: 9/10 ~$27 fuel

Through: Springfield

5 tricky spots High drive quality

Springfield, MA → South Yarmouth, MA

154.9 mi 3h 12m Score: 8/10 ~$27 fuel

Through: Taunton → Cape Cod

5 tricky spots High drive quality

New Bedford, MA → Becket, MA

151.6 mi 3h 21m Score: 9/10 ~$26 fuel

Through: Springfield → Northampton

5 tricky spots High drive quality

New Bedford, MA → Greenfield, MA

148.6 mi 3h 3m Score: 9/10 ~$26 fuel

Through: Springfield → Holyoke

5 tricky spots High drive quality

Fall River, MA → Housatonic, MA

146.4 mi 3h 2m Score: 9/10 ~$26 fuel

Through: Springfield → Pittsfield

5 tricky spots High drive quality

Brockton, MA → Hinsdale, MA

146.4 mi 3h 22m Score: 9/10 ~$26 fuel

Through: Portsmouth New Hampshire → Albany → Newton +6 more

5 tricky spots High drive quality

Brockton, MA → Lenox, MA

143.9 mi 2h 59m Score: 8/10 ~$25 fuel

Through: Portsmouth New Hampshire → Albany → Newton +5 more

5 tricky spots High drive quality

Fall River, MA → Lenox, MA

142.1 mi 2h 56m Score: 9/10 ~$25 fuel

Through: Springfield

5 tricky spots High drive quality

New Bedford, MA → Sunderland, MA

141.2 mi 2h 55m Score: 9/10 ~$25 fuel

Through: Springfield → Holyoke

5 tricky spots High drive quality

Brockton, MA → Becket, MA

139.8 mi 3h 7m Score: 9/10 ~$24 fuel

Through: Portsmouth New Hampshire → Albany → Newton +6 more

5 tricky spots High drive quality

Fall River, MA → Shelburne, MA

139.6 mi 2h 52m Score: 9/10 ~$24 fuel

Through: Springfield → Holyoke

5 tricky spots High drive quality

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