Herrity was reelected in 2011 and 2015 without major-party opposition.[8] In 2019, he narrowly defeated Democrat Linda Sperling by around 600 votes out of more than 40,000 cast.[11] Since 2020, Herrity has been the only Republican on the Board of Supervisors.[12] In 2023, Herrity was endorsed by The Washington Post editorial board and Democratic state senatorChap Petersen.[13][14] He defeated Democratic challenger Albert Vega by 14 percentage points.[15]
Herrity was described by The Washington Post in 2019 as a "voice of fiscal restraint on the board".[11] In office, Herrity advocated for reforming Fairfax County's employee compensation and pension programs.[5][16] He vocally opposed a proposed 4 percent county tax on prepared food and beverages, which voters defeated in a 2016 referendum.[5] In 2020 during the COVID-19 pandemic, Herrity supported allowing for optional in-person learning in schools[17] and opposed Northern Virginia easing restrictions later than the rest of the state.[18]
In 2022, Herrity was the only member of the Board to not vote for a climate resilience plan, abstaining due to concerns about its cost.[19] He voted to put a list of reproductive health resources on the county's website in 2022, and called for the list to also include adoption resources and support for full-term pregnancies.[20] Herrity was one of two board members to vote against a 30% member pay raise in 2023.[21] In 2024, Herrity called on Fairfax County to end sanctuary county policies for undocumented immigrants and honor detainment requests from Immigration and Customs Enforcement.[22]