Living Near Great Barrington

17 of the 101 towns sit within fifty driving minutes of Great Barrington, and roughly 1,721 recorded job links connect residents across the region to workplaces there (2022, jobs rather than unique people). Minutes are town centre to workplace on open roads, without traffic, your street and your rush hour will differ.

Great Barrington, the point the drive times are measured to

Within 20 Minutes

Towns within 20 minutes of Great Barrington: the drive, the median assessed home, the tax on it, wired internet and whether the town's own schools run through grade 12. Towns listed alphabetically.
Town	Drive	Median Home (Assessed)	Tax on Median	Wired Internet	Schools Through 12	Recorded Job Links
Sheffield Berkshire	13 min	$396,250	$4,719/yr	cable	yes	≈214
Egremont Berkshire	14 min	$601,400	$3,957/yr	no wired cable	yes	≈98
Alford Berkshire	15 min	$1,066,450	$4,426/yr	town fibre	yes	≈30
Monterey Berkshire	16 min	$620,850	$4,483/yr	no wired cable	yes	≈44
Stockbridge Berkshire	16 min	$702,200	$4,891/yr	cable	yes	≈59
New Marlborough Berkshire	20 min	$534,100	$3,851/yr	no wired cable	yes	≈105
West Stockbridge Berkshire	20 min	$535,700	$5,629/yr	cable	yes	≈57

20 to 35 minutes

Towns 20 to 35 minutes of Great Barrington: the drive, the median assessed home, the tax on it, wired internet and whether the town's own schools run through grade 12. Towns listed alphabetically.
Town	Drive	Median Home (Assessed)	Tax on Median	Wired Internet	Schools Through 12	Recorded Job Links
Lee Berkshire	24 min	$371,350	$4,411/yr	cable	yes	≈167
Lenox Berkshire	26 min	$543,800	$5,488/yr	cable	yes	≈100
Richmond Berkshire	26 min	$531,400	$5,447/yr	cable	tuitions out	≈39
Tyringham Berkshire	28 min	$563,500	$3,736/yr	cable	tuitions out	≈22
Otis Berkshire	29 min	$449,300	$2,678/yr	town fibre	tuitions out	≈40
Mount Washington Berkshire	34 min	$436,000	$2,603/yr	no wired cable	tuitions out	below the count floor
Sandisfield Berkshire	34 min	$407,100	$3,212/yr	cable	tuitions out	≈36

35 to 50 minutes

Towns 35 to 50 minutes of Great Barrington: the drive, the median assessed home, the tax on it, wired internet and whether the town's own schools run through grade 12. Towns listed alphabetically.
Town	Drive	Median Home (Assessed)	Tax on Median	Wired Internet	Schools Through 12	Recorded Job Links
Pittsfield Berkshire	41 min	$256,500	$4,516/yr	cable	yes	≈454
Becket Berkshire	44 min	$328,200	$3,170/yr	town fibre	yes	≈34
Tolland Hampden	47 min	$326,850	$2,569/yr	cable	yes	below the count floor

Reading This Honestly

Drive times are computed town centre to workplace over the open road network, free of traffic. A hilltown's own roads, snow, and rush hour all add real minutes.
Median home values are assessed values from the towns' own rolls, asking prices run different, usually higher.
Recorded job links come from the 2022 Massachusetts main LODES file. Both home and workplace are in Massachusetts; interstate commutes are excluded. These are jobs, not unique people or daily trips. Only the top 25 origins or destinations are retained.
"Tuitions out" means older students attend a neighbouring district by arrangement, every grade has a school.

Sources

Drive times from openrouteservice by HeiGIT, map data from OpenStreetMap; town assessment rolls and certified tax rates. Checked 2026-11-02.
Federal commute census (LODES). Figures through 2022.

"Figures through" is the period the publisher's data describes; "checked" is only when we last asked. The full sourcing: sources and method.