Primary alignment
The Trailways Conference was formed in 2001 with most of the members coming from two recently disbanded conferences for small schools in south central Wisconsin: the Dual County Conference (Cambria-Friesland, Fall River, Green Lake, Montello, Pardeeville, Princeton, Randolph, Rio) and the Eastern Suburban Conference (Deerfield, Dodgeland, Hustisford, Johnson Creek and Williams Bay). Two private schools who had recently joined the WIAA as part of the WIAA/WISAA merger (Abundant Life Christian in Madison and Valley Christian in Oshkosh) rounded out the initial membership roster of the Trailways Conference. [1] The fifteen schools were initially subdivided into North and South Divisions:
| North Division | South Division |
|---|
| Cambria-Friesland | Abundant Life Christian |
| Green Lake | Deerfield |
| Montello | Dodgeland |
| Pardeeville | Fall River |
| Princeton | Hustisford |
| Randolph | Johnson Creek |
| Valley Christian | Rio |
| Williams Bay |
Central Wisconsin Christian joined the conference after leaving the East Central Flyway Conference in 2004, and two years later the Trailways Conference took three more former East Central Flyway schools into the fold: Lourdes Academy, Markesan and Oakfield. All three schools joined the North Division with Pardeeville moving over to the South Division to accommodate the expansion: [2]
| North Division | South Division |
|---|
| Cambria-Friesland | Abundant Life Christian |
| Central Wisconsin Christian | Deerfield |
| Green Lake | Dodgeland |
| Lourdes Academy | Fall River |
| Markesan | Hustisford |
| Montello | Johnson Creek |
| Oakfield | Pardeeville |
| Princeton | Rio |
| Randolph | Williams Bay |
| Valley Christian | |
This alignment would only last for two years, as the Trailways split into Central, North and South Divisions in 2008: [3]
| Central Division | North Division | South Division |
|---|
| Cambria-Friesland | Green Lake | Abundant Life Christian |
| Central Wisconsin Christian | Lourdes Academy | Deerfield |
| Markesan | Montello | Dodgeland |
| Pardeeville | Oakfield | Fall River |
| Randolph | Princeton | Hustisford |
| Valley Christian | Johnson Creek |
| | Rio |
| | Williams Bay |
In 2012, Green Lake and Princeton High Schools entered into a cooperative agreement for their schools' athletics, and the newly created program remained in the North Division. [4] That same year, Horicon [5] and Madison Country Day School [6] in Waunakee joined the Trailways, and Rio moved to the North Division to keep membership at six schools. The Trailways Conference was realigned to a two-division format in 2013:
| North Division | South Division |
|---|
| Cambria-Friesland | Abundant Life Christian |
| Central Wisconsin Christian | Deerfield |
| Green Lake/Princeton | Dodgeland |
| Lourdes Academy | Fall River |
| Markesan | Horicon |
| Montello | Hustisford |
| Oakfield | Johnson Creek |
| Pardeeville | Madison Country Day |
| Randolph | Rio |
| Valley Christian | Williams Bay |
In 2014, Wayland Academy in Beaver Dam joined the Trailways South Division, [7] and St. Ambrose Academy in Madison joined with Abundant Life Christian School for most sponsored sports (they would move to their own stand-alone programs in 2023). [8] The North/South divisional alignment would last for two more years before the Trailways realigned to three divisions in 2016:
| Central Division | North Division | South Division |
|---|
| Cambria-Friesland | Green Lake/Princeton | Abundant Life Christian |
| Central Wisconsin Christian | Lourdes Academy | Deerfield |
| Horicon | Markesan | Dodgeland |
| Pardeeville | Montello | Fall River |
| Randolph | Oakfield | Hustisford |
| Wayland Academy | Valley Christian | Johnson Creek |
| | Madison Country Day |
| | Rio |
| | St. Ambrose Academy |
| | Williams Bay |
This alignment would only last a single season, as Palmyra-Eagle and Parkview joined the Trailways as all-sport members in 2017 after leaving the Rock Valley Conference, [9] bringing conference membership to the current twenty-four teams (twenty-five schools) and the current East/South/West divisional alignment.
2001-2020
When the Trailways Conference was formed in 2001, football was among the sports offered by the organization. Thirteen of the original fifteen members participated in the first season of competition (including the Fall River/Rio cooperative team), with Abundant Life Christian and Williams Bay being the only holdouts. ALCS did not offer football at that time, and Williams Bay was a football-only member of the Indian Trails Conference. [10] Two members who were affiliated primarily with the Six Rivers Conference (Belleville/Albany and New Glarus/Monticello) rounded out the original membership roster, and they participated in the first five seasons before their exit to join the Capitol Conference for the 2006 football season. [11] The Trailways Conference was subdivided into large-school and small-school divisions for its first season of football:
| Trailways Large | Trailways Small |
|---|
| Belleville/Albany | Cambria-Friesland |
| Dodgeland | Deerfield |
| Fall River/Rio | Green Lake |
| Montello | Hustisford |
| New Glarus/Monticello | Johnson Creek |
| Pardeeville | Randolph |
| Princeton | Valley Christian |
There were a few cooperative programs that were football participants during the conference's history due to the small size of some of its members, and divisions realigned frequently based on the acquisition of new member schools and changes in enrollment.
2020-present
In February 2019, in conjunction with the Wisconsin Football Coaches Association, the WIAA released a sweeping football-only realignment for Wisconsin to commence with the 2020 football season and run on a two-year cycle. [12] In this alignment, the eight original members of the realigned Trailways Conference were Cambria-Friesland, Deerfield, Fall River/Rio, Johnson Creek, Lourdes Academy, Randolph, St John's Northwestern Military Academy and Wayland Academy. [13] Six schools were holdovers from the previous two-division setup, while St. John's Northwestern and Wayland Academy held primary affiliation in the Midwest Classic Conference. For the 2022-2023 cycle, the Trailways Conference picked up Pardeeville from the Eastern Suburban Conference as a replacement for Wayland Academy, which dropped football before returning with an eight-man football team in 2023. [14] In 2024, the Trailways Conference lost three members to the Eastern Suburban Conference (Deerfield, Fall River/Rio and Pardeeville) and St. John's Northwestern to eight-man football and the Southeast-8 Conference. [15] Dodgeland and Palmyra-Eagle moved over from the Eastern Suburban Conference and one school each moved over from the Southwest Wisconsin Activities League (Parkview/Albany) and South Central Conference (Westfield) as replacements for the four exiting members. [16] The Trailways Conference will be experiencing significant changes to football membership for the 2026-2027 cycle. Deerfield and Fall River/Rio make their return from the Eastern Suburban Conference, and Randolph will enter into a cooperative program with Cambria-Friesland. Palmyra-Eagle will be leaving the conference due to their impending transition to eight-man football and membership in the Southeast-8 Conference. [17]
