| Date | Time | Event Name | Type | Genre | Venue | Address | Age | Price | |
|---|---|---|---|---|---|---|---|---|---|
 | SunDec 21 | 11:00 AM | Old Port December Holiday Historic Walki... | Fairs & Festivals | Undefined | Monument Square | 1 Monument Square | All Ages | Free |
 | FriDec 26 | 7:15 PM | MAINE MARINERS VS WORCESTER RAILERS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| SatDec 27 | 3:00 PM | MAINE MARINERS VS TROIS-RIVIERES LIONS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
 | SatDec 27 | 8:00 PM | Griffin William Sherry w/ special guests... | Music | Rock | State Theatre | 609 Congress St | All Ages | Free |
MonDec 29 | 7:30 PM | Dark Star Orchestra | Music | Rock | State Theatre | 609 Congress St | All Ages | Free | |
TueDec 30 | 5:00 PM | University of Maine Women's Hockey v. Br... | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free | |
 | TueDec 30 | 8:00 PM | Gogol Bordello | Music | Rock | State Theatre | 609 Congress St | All Ages | Free |
 | WedDec 31 | 1:00 PM | Maine Celtics vs. Noblesville Boom | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
| FriJan 2 | 1:00 PM | MAINE MARINERS VS ADIRONDACK THUNDER | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| FriJan 2 | 7:00 PM | Maine Celtics vs. Noblesville Boom | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
| SatJan 3 | 6:00 PM | MAINE MARINERS VS ADIRONDACK THUNDER | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| SatJan 3 | 7:00 PM | Maine Celtics vs. Capital City Go-Go | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
| SunJan 4 | 3:00 PM | MAINE MARINERS VS TROIS-RIVIERES LIONS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| ThuJan 8 | 7:00 PM | Maine Celtics vs. Salt Lake City Stars | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
| FriJan 9 | 7:00 PM | Maine Celtics vs. Salt Lake City Stars | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
 | SatJan 10 | 2:00 PM | Xtreme Motorsports Ice Racing Pre-Party ... | Sports | Undefined | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
 | SatJan 10 | 2:00 PM | XTREME MOTORSPORTS ICE RACING | Sports | Extreme | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
 | SatJan 10 | 8:00 PM | Eggy & Real Estate - Hell Froze Over Sho... | Music | Rock | State Theatre | 609 Congress St | All Ages | Free |
 | MonJan 12 | 8:00 PM | Neko Case - Neon Grey Midnight Green Tou... | Music | Rock | State Theatre | 609 Congress St | All Ages | Free |
 | ThuJan 15 | 8:00 PM | Adam Ray: WHO IS ME Tour | Art & Theatre | Comedy | State Theatre | 609 Congress St | All Ages | Free |
 | FriJan 16 | 7:00 PM | Michael Blaustein: The Taste Me Tour | Art & Theatre | Comedy | State Theatre | 609 Congress St | All Ages | Free |
| FriJan 16 | 7:15 PM | MAINE MARINERS VS WORCESTER RAILERS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| SatJan 17 | 6:00 PM | MAINE MARINERS VS WORCESTER RAILERS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
 | ThuJan 22 | 8:00 PM | Collie Buddz | Music | Reggae | Aura | 121 Center Street | All Ages | Free |
| FriJan 23 | 7:00 PM | Maine Celtics vs. Greensboro Swarm | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
| FriJan 23 | 7:15 PM | MAINE MARINERS VS TROIS-RIVIERES LIONS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| SatJan 24 | 6:00 PM | MAINE MARINERS VS TROIS-RIVIERES LIONS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| SunJan 25 | 1:00 PM | Maine Celtics vs. Greensboro Swarm | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
| SunJan 25 | 3:00 PM | MAINE MARINERS VS TROIS-RIVIERES LIONS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
 | SunJan 25 | 7:00 PM | The Infamous Stringdusters | Music | Country | State Theatre | 609 Congress St | All Ages | Free |
| WedJan 28 | 7:00 PM | MAINE MARINERS VS WHEELING NAILERS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
 | WedJan 28 | 7:30 PM | Dancing With the Stars | Music | Other | Merrill Auditorium | 239 Park Avenue & Congress Street, Portl... | All Ages | Free |
| WedJan 28 | 7:30 PM | Dancing With The Stars: Live! - 2026 Tou... | Music | Rock | Merrill Auditorium | 20 Myrtle St. | All Ages | Free |
 | WedJan 28 | 8:00 PM | Del Water Gap - Chasing the Chimera Worl... | Music | Rock | State Theatre | 609 Congress St | All Ages | Free |
| ThuJan 29 | 7:00 PM | Maine Celtics vs. Grand Rapids Gold | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
 | FriJan 30 | 7:30 PM | Lettuce Cook World Tour | Music | Rock | State Theatre | 609 Congress St | All Ages | Free |
| SatJan 31 | 1:00 PM | Maine Celtics vs. Westchester Knicks | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
 | SatJan 31 | 8:00 PM | TAUK | Music | Rock | Portland House of Music and Events | 25 Temple Street | All Ages | Free |
 | SatJan 31 | 8:00 PM | Jonah Kagen | Music | Pop | State Theatre | 609 Congress St | All Ages | Free |
| SunFeb 1 | 1:00 PM | Maine Celtics vs. Westchester Knicks | Sports | Basketball | Portland Expo | 239 Park Avenue | All Ages | Free |
 | SunFeb 1 | 8:00 PM | Explosions In The Sky - The End Tour | Music | Rock | State Theatre | 609 Congress St | All Ages | Free |
| WedFeb 4 | 7:00 PM | MAINE MARINERS VS ORLANDO SOLAR BEARS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
 | ThuFeb 5 | 7:30 PM | Bored Teachers | Art & Theatre | Miscellaneous | Merrill Auditorium | 239 Park Avenue & Congress Street, Portl... | All Ages | Free |
FriFeb 6 | 7:00 PM | Banff Centre Mountain Film Festival Worl... | Art & Theatre | Miscellaneous | State Theatre | 609 Congress St | All Ages | Free | |
| FriFeb 6 | 7:15 PM | MAINE MARINERS VS ORLANDO SOLAR BEARS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |
| SatFeb 7 | 6:00 PM | MAINE MARINERS VS ORLANDO SOLAR BEARS | Sports | Hockey | Cross Insurance Arena | 1 Civic Center SQ | All Ages | Free |