There had been attempts since 2000 to add a full-fledged Indian gaming casino operated by the St. Regis Mohawk tribe at the raceway, but they were met with backlash.

The casino at the raceway operated under a state license permitting slot machines at designated race tracks.

[1] In 2006, the track was the site of the so-called "Monticello Miracle", in which a racehorse hit World War II veteran Don Karkos in the exact spot where he had received shrapnel and lost sight in one of his eyes during a World War II naval battle aboard USS Rapidan (AO-18).

[2][3] Eventually, in February 2018, a full casino named Resorts World Catskills opened nearby, which was also owned by the same parent company as Monticello Raceway.

[4] There is a small OTB facility in a portion of the old racino/grandstands and an even smaller outdoor betting trailer with 1 or 2 mutuel tellers.