Monticello residents appreciate and expect a high level of service from their Community Education Department and school recreation programs.

Monticello competes in the Mississippi 8 Conference, consisting of ten other central Minnesota schools that are split into two divisions (North and South).

The Boys Golf Team won numerous Conference Championships from 1971 through 1980 and had an individual runner up, Mark Frie, in the State Tournament in 1976.

In 2017 the Monticello/Annandale/Maple Lake (MAML) Moose hockey team made a surprise run in the Class A state championship game.

MAML lost the championship to the defending state champs and number one seed Hermantown 4-3 in a thrilling double overtime game.

[2] The Monticello girls' lacrosse team, also known as the Montiquois, have won the state league tournament four consecutive years before becoming a school sponsored sport.

The boys' club lacrosse team, Montiquois, won the state championship title in 2011 and 2012, before becoming a school sponsored activity.

During that same period, the team lost the section championship game in shoot-outs three separate years and had yet to succeed in gaining a bid to the state tournament.

In 2009 the Monticello High School mock trial team took fourth place at the state competition in Duluth, MN.

The arena is named in honor of Gordon "Moose" Sherritt who played for the NHL's Detroit Red Wings and the USHL's Minneapolis Millers among other teams in the 1940s, and was a long time Monticello resident.