Answer by taking a quote from the following article:

Roy Rogers (born Leonard Franklin Slye, November 5, 1911 - July 6, 1998) was an American singer and actor. He was one of the most popular Western stars of his era. Known as the "King of the Cowboys", he appeared in over 100 films and numerous radio and television episodes of The Roy Rogers Show. In many of his films and television episodes, he appeared with his wife, Dale Evans; his golden palomino, Trigger; and his German shepherd dog, Bullet.

In 1932 a palomino colt foaled in California was named "Golden Cloud"; when Len acquired him, he renamed him Trigger. In 1932, Len met an admirer named Lucile Ascolese. They were married in 1933 by a justice of the peace in Los Angeles; the marriage failed, and the couple divorced in 1936. Len then went on tour with the O-Bar-O Cowboys and in June 1933 met Grace Arline Wilkins at a Roswell, New Mexico, radio station. They were married in Roswell on June 11, 1936, after having corresponded since their first meeting. In 1941, the couple adopted a daughter, Cheryl Darlene. Two years later, Grace gave birth to a daughter, Linda Lou. A son, Roy, Jr. ("Dusty"), was born in 1946. Grace died of complications from the birth a few days later, on November 3. Rogers met Dale Evans in 1944 when they were cast in a film together. They fell in love soon after Grace's death, and Rogers proposed to her during a rodeo at Chicago Stadium. They married on New Year's Eve in 1947 at the Flying L Ranch in Davis, Oklahoma, where they had filmed Home in Oklahoma a few months earlier. Together they had five children: Robin Elizabeth, who had Down syndrome and died of complications with mumps shortly before her second birthday, and four adopted children--Mimi, Dodie, Sandy, and Debbie. Evans wrote about the loss of their daughter in her book Angel Unaware. Rogers and Evans remained married until his death in 1998. In 1955 Roy and Dale purchased a 168-acre ranch near Chatsworth, California, complete with a hilltop ranch house, expanding it to 300 acres. In 1965 after their adopted daughter Debbie was killed in a church bus accident in 1964, they moved to the 67-acre Double R Bar Ranch in Apple Valley, California, living in the nearby town. Rogers was a Freemason and a member of Hollywood (California) Lodge No. 355, the Scottish Rite Valley of Los Angeles, and Al Malaikah Shrine Temple. He was also a pilot and the owner of a Cessna Bobcat.

Did he remarry?
in June 1933 met Grace Arline Wilkins at a Roswell, New Mexico, radio station. They were married in Roswell on June 11, 1936, after having corresponded since their first meeting.