The WEEI-FM studios are located in Boston's Brighton neighborhood, while the station transmitter resides in the nearby suburb of Peabody.

WEEI-FM's weekday programming lineup is also regionally syndicated to a network of stations throughout New England, most of which use the "SportsRadio WEEI" franchised brand.

[6] In the station's early days as WGHJ and WCCM-FM, 93.7 aired locally based programming that targeted Lawrence and other towns in the Merrimack Valley.

On September 30, 1994, after the station was sold to American Radio Systems, WCGY became 1970s hits-formatted WEGQ "Eagle 93.7", which then underwent many changes over its five-year existence.

The Lost 45s with Barry Scott was moved to WEGQ from sister station WBMX and became a Sunday night staple there before heading to WODS.

[10] As the combined company would have controlled 59 percent of advertising revenues in the Boston market, as well as three of the top five radio stations, in April 1998 the Department of Justice ordered CBS to divest WEGQ, WEEI, WRKO, and WAAF (now WKVB), as well as KSD and KLOU in St. Louis and WOCT in Baltimore, as a condition of its approval of the merger.

[12] Shortly after the sale was approved, at 10:00 p.m. on March 31, 1999, after playing "You Can't Always Get What You Want" by The Rolling Stones, WEGQ began stunting with a loop of Prince's "1999".

On April 14, 2005, at 2:00 p.m., after playing "Last Dance" by Boston native Donna Summer, WQSX became WMKK, with an adult hits format branded as "93-7 Mike FM".

[17] Following the Boston Red Sox victory in the 2007 World Series, the station re-branded itself as "Mike Lowell FM" after the third baseman for one day.

On August 20, 2013, WEEI-FM announced that it would no longer carry Boston Celtics broadcasts after being unable to reach a new contract with the team.

Following a long history of controversial on-air comments, WEEI-FM suspended its daytime live schedule on February 16, 2018, so all employees could undergo mandatory sensitivity training.

The tipping point came when afternoon host Christian Fauria was suspended for five days after impersonating Don Yee, the agent for longtime Patriots quarterback Tom Brady, with a stereotyped Asian accent.

[31] Each year since 2002, New England Sports Network (NESN) and WEEI have teamed up to raise money for The Jimmy Fund by holding a Radio-Telethon.

WEEI radio personalities conduct auctions and interviews with cancer patients and survivors, doctors, athletes and celebrities.

[34] After Zapis sold the renamed WWTM to American Radio Systems along with WAAF in 1996, it reincorporated WEEI programming into its lineup in 1997, and in 2000 reclaimed the WVEI call sign.

The plan, announced on August 16, 2007, followed reports that Nassau was planning to use its WCRB (99.5 FM) as the flagship for a regional sports network featuring Dennis and Callahan, which was on hiatus from WEEI at the time during stalled contractual negotiations; the deal would have seen Entercom acquire a 50-percent interest in WCRB, which was to retain its classical music format, for $10 million.

[39][40] WPPI, one of the first affiliates, initially carried WEEI programming (as WGEI) from September 2008[39][40] until April 2009, when it began simulcasting talk station WLOB; it rejoined the network in August 2011.

Additionally, WAEI (910 AM and 97.1 FM) in Bangor, Maine, carried WEEI programming from September 2008[40] until January 2010, when Blueberry Broadcasting terminated its affiliation following a breach-of-contract dispute.