Boston, MA Road Trips

Sitting in the Northeast, Boston, MA is a local road trip base with 99 trip routes mapped and ready to explore. Most drives stay under 38 miles, making this area well-suited for day trips and weekend getaways. Routes from Boston, MA spread mainly west and north, covering a wide geographic range.

capital and largest city of Massachusetts, United States

Photo: Wikimedia Commons

Trip Routes

99

Longest Drive

214.1 mi

New York City, NY

Quickest Drive

16m

Winchester, MA

Plan Around Boston, MA

Popular Incoming Routes

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

Williamstown, MA to Boston, MA 157.8 mi · 3h 30m Pittsfield, MA to Boston, MA 137.4 mi · 2h 54m Lenox, MA to Boston, MA 130.3 mi · 2h 41m Lee, MA to Boston, MA 126.1 mi · 2h 32m

Continue From Boston, MA

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

Boston, MA to New York City, NY 214.1 mi · 4h 40m Boston, MA to Springfield, MA 89.3 mi · 1h 51m Boston, MA to East Dennis, MA 79.9 mi · 1h 49m Boston, MA to Holland, MA 65.4 mi · 1h 27m

Trips from Boston, MA

Boston, MA to New York City, NY

214.1 mi 4h 40m

Boston, MA to Springfield, MA

89.3 mi 1h 51m

Boston, MA to East Dennis, MA

79.9 mi 1h 49m

Boston, MA to Holland, MA

65.4 mi 1h 27m

Boston, MA to Barre, MA

65.1 mi 1h 34m

Boston, MA to New Bedford, MA

57.2 mi 1h 15m

Boston, MA to Ashburnham, MA

54.5 mi 1h 29m

Boston, MA to Sterling, MA

50.1 mi 1h 13m

Boston, MA to Freetown, MA

45.7 mi 1h 3m

Boston, MA to Worcester, MA

43.6 mi 57m

Boston, MA to Assonet, MA

42.9 mi 56m

Boston, MA to Grafton, MA

42.5 mi 59m

Boston, MA to Sunderland, MA

41.1 mi 55m

Boston, MA to Berkley, MA

40.3 mi 53m

Boston, MA to Rockport, MA

39.3 mi 57m

Boston, MA to Berlin, MA

39 mi 55m

Boston, MA to Franklin, MA

36 mi 54m

Boston, MA to Norfolk, MA

31.4 mi 47m

Driving from Boston, MA

The typical drive from Boston, MA covers about 38 miles and takes around 55m. The majority of routes are short drives — quick enough to finish before lunch and be back for dinner. The longest mapped route runs 214 miles (4h 40m), while the shortest is just 8 miles.

Popular Destinations

Drivers leaving Boston, MA most often head toward New York City, NY (214.1 mi, 4h 40m), Springfield, MA (89.3 mi, 1h 51m), East Dennis, MA (79.9 mi, 1h 49m), Holland, MA (65.4 mi, 1h 27m), and Barre, MA (65.1 mi, 1h 34m). These routes span 2 different states, giving you plenty of variety for repeat trips.

Planning & Costs

For the average 38-mile drive from Boston, MA, expect to burn about 1.5 gallons of fuel one way at 25 MPG. Check local pump prices before you go to lock in your budget.

With an average drive under three hours, you have plenty of flexibility — leave whenever it suits you. Most routes head west — leaving in the morning keeps the sun behind you for a more comfortable drive.

Frequently Asked Questions

There are 39 mapped routes leaving Boston, MA and 60 routes heading into Boston, MA, covering 99 total connections. Distances range from 8 to 214 miles.

The longest mapped route from Boston, MA covers 214 miles and takes approximately 4h 40m. Shorter options start at just 8 miles.

The average route from Boston, MA runs about 38 miles with a drive time of roughly 55m. This includes both short day trips and longer multi-day drives.

The most popular road trip destinations from Boston, MA include New York City, NY, Springfield, MA, East Dennis, MA and Holland, MA. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.