| May |
| 19 | Rotary Carnival |
| Commerce at M-5 and Pontiac Trail |
| 23 | Estate Planning Workshop for Families |
| Highland Adult Activity Center |
| 23 | 19th Annual Wine Tasting Event |
| Bakers of Milford |
| 24 | Friday Night Live! |
| Center Street Park |
| 30 | The Prelude: Official Kickoff Celebration for AMP in the Park |
| Central Park, Milford |
|
| June | |
| 1 | Miles for Mia 5K Memorial Run/Walk |
| Burroghs Tavern in Brighton, 5311 Brighton Rd, Brighton, MI 48116 |
| 7 | Chuck Gaidica - Author Luncheon |
| Prestwick Village Golf Club, 136 Inverness, Highland, MI |
| 7 | 3rd Annual Authors Lunch |
| Prestwick Village Clubhouse |
| 28 | Friday Night Live! |
| Center Street Park |
|
| July | |
| 8 | Spring Hill Day Camp |
| Oak Pointe Church - Milford |
| 12 | Milford Summer Palooza |
| Downtown Milford |
| 13 | Milford Summer Palooza |
| Downtown Milford |
| 14 | Milford Summer Palooza |
| Downtown Milford |
| 20 | Art on the River Festival |
| Byers Homestead, Commerce |
| 26 | Friday Night Live! |
| Center Street Park |
|
| August | |
| 9 | Milford Memories Festival |
| Downtown Milford |
| 10 | Milford Memories Festival |
| Downtown Milford |
| 11 | Milford Memories Festival |
| Downtown Milford |
| 23 | Friday Night Live! |
| Center Street Park |
|
| September | |
| 14 | Highland Hey Days |
| Livingston Rd, Downtown Highland |
| 15 | Highland Hey Days |
| Livingston Rd, Downtown Highland |
| 21 | Milford Home Tour |
| Milford |
| 22 | Milford Home Tour |
| Milford |
| 22 | The Milford Car Show |
| Downtown Milford |
| 27 | Brewed in Michigan |
| Baker's of Milford |
|
| October | |
| 3 | Ladies Night Out |
| Downtown Milford |
| 26 | Halloween at the Y |
| YMCA |
| 26 | Boo Bash |
| Downtown Milford |
|
| November | |
| 21 | The Big Reveal |
| Downtown Milford |
|
| December | |
| 5 | Christmas Open House |
| Downtown Milford |
| 7 | Annual Chamber Holiday Gala |
| N/A |
