| Bar Poet | Ends in 1h | Bar | Mon–Sun | 12 PM – 5 PM | — | $$ |
| Central Restaurants - Toronto Ossington | Ends in 1h | Restaurant | Mon–Sun | 2 PM – 5 PM | Cheeseburger Slider (min 2), Baba's Cheddar Perogies (4) +19 | $ |
| Chez Wa | Ends in 1h | Wine Bar | Fri–Sun | 2 PM – 5 PM | — | $$ |
| Downtown Winery | Ends in 2h | Wine Bar | Tue–Sun | 2 PM – 6 PM | — | $$ |
| LA PATRONA RESTAURANT AND BAR BY 416 | Ends in 1h | Restaurant | Fri–Sun | 2 PM – 5 PM | — | $$ |
| Azhar Kitchen & Bar | Ends in 1h | Restaurant | Sat–Sun | 3 PM – 5 PM | Muhammara, Babaganoush +11 | $ |
| Bar Libretto | Ends in 2h | Bar | Wed–Sat | 4 PM – 6 PM | Bar Rail, Feature Beers | $$ |
| La Chingada | Ends in 3h | Restaurant | Mon–Sun | 4 PM – 7 PM | Happy hour food items, Margaritas | $$ |
| Vos Restaurante Argentino-College | Ends in 2h | Restaurant | Tue–Sun | 4 PM – 6 PM | Cocktails, 6oz glass of wine +3 | $ |
| 222 Bar |
| Bar | Mon–Sun | 5 PM – 8 PM | Any wine by the glass (5 oz), Any wine by the glass (9 oz) | $$ |
| Ceniza |
| Cocktails | Tue–Sun | 5 PM – 6 PM | — | $$ |
| Old School |
| Restaurant | Fri–Sat | 5 PM – 7 PM | Bar Rail, Canned Beer +2 | $$ |
| Montauk Bar |
| Bar | Mon–Sat | 6 PM – 8 PM | Weekly cocktail feature, Classic cocktails +2 | $$ |
| RHAPSODY |
| Bar | Thu–Sun | 8 PM – 10 PM | Hypnotic, Cool Relax +3 | $$ |
| Carolina |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Truffle Fries, Arancini +6 | $$ |
| Collective Arts Toronto Taproom |
| Brewery | Mon–Thu | 4 PM – 6 PM | Lager, Life in the Clouds | $$ |
| Bar Piquette |
| Wine Bar | Mon–Fri, Sun | 5 PM – 7 PM | — | — |
| La Nayarita |
| Restaurant | Tue–Thu, Sun | 5 PM – 7 PM | Nachos Birria, Classic Margarita +7 | $$$ |
| Oyster Boy |
| Restaurant | Mon–Fri | 5 PM – 6 PM | Oysters, Select appetizers | $$ |
| Contrada |
| Restaurant | Tue–Thu | 5:30 PM – 7:30 PM | Sonnen Hill lager, Glass of prosecco +9 | $ |
| Bar Roma Toronto |
| Restaurant | Tue–Thu | 6 PM – 7 PM | — | — |
| The Painted Lady |
| Bar | Mon–Fri | 6 PM – 9 PM | Glasses of wine | $$ |
| Monarch Tavern |
| Bar | Mon–Fri | Until 6 PM | — | — |
| Pennies Little Italy |
| Bar | Wed | Open to close | AYCE steamies + tots | $$ |