- June 2019:
- July 2019:
- 1: Crystal Mountain – Old Fashioned Fourth of July Celebration – July 1 – 7, 2019
- 3: Grand Hotel – Old Fashioned Mackinac Fourth of July Celebration – July 3 – 6, 2019
- 4: Star Spangled Fourth of July – Fort Mackinac – July 4, 2019
- 4: An American Picnic at Fort Mackinac – July 4, 2019
- 4: Jetty Rae – Music In The Park – July 4, 2019
- 4: Mackinac Island Stone Skipping Tournament – July 4, 2019
- 5: Nina & The Buffalo Riders – Summer Sounds Concert – Michigan Legacy Art Park – July 5, 2019
- 7: Grand Hotel – Grand Princess and Superhero Package – July 7 – 9, 2019
- 11: Bassel and the Supernaturals – Music In The Park – July 11, 2019
- 12: Last Gasp Collective – Summer Sounds Concert – Michigan Legacy Art Park – July 12, 2019
- 12: Grand Hotel – Summer Wine Appreciation Weekend – July 12 – 14, 2019
- 18: Megan Dooley – Music In The Park – July 18, 2019
- 19: Crystal Mountain – Farm-to-Table Dining Series – July 19 – 20, 2019
- 19: The Go Rounds + Charlie Millard Band – Summer Sounds Concert – Michigan Legacy Art Park – July 19, 2019
- 20: Leelanau Peninsula Wine on the Water Festival – July 20, 2019
- 25: Darby O. Bell (with Pete Kehoe) – Music In The Park – July 25, 2019
- 26: Channing & Quinn – Summer Sounds Concert – Michigan Legacy Art Park – July 26, 2019
- August 2019:
- 1: Echoes – Music In The Park – August 1, 2019
- 3: The Bootstrap Boys – Summer Sounds Concert – Michigan Legacy Art Park – August 3, 2019
- 8: The Go Rounds (with Brian Thomas) – Music In The Park – August 8, 2019
- 10: The Ragbirds – Summer Sounds Concert – Michigan Legacy Art Park – August 10, 2019
- 15: Britney Stoney (with F I N K E L) – Music In The Park – August 15, 2019
- 16: Crystal Mountain – Farm-to-Table Dining Series – August 16 – 17, 2019
- 22: Friends with the Weather (with Wixie Harrington) – Music In The Park – August 22, 2019
- 23: Porcupine Mountains Music Festival – August 23, 24, 25, 2019
- 25: The Grand Garden Show Presented By Proven Winners – August 25 – 27, 2019
- 30: Grand Hotel’s Labor Day Jazz Weekend – August 30 – September 2, 2019
- September 2019:
- October 2019:
