| Rainbow Restaurant & Bar | 1208 Bloor St W | (416) 516-8828 |
| Rancho Relaxo Restaurant, Live Music, Bar | 300 College St Chinatown | (416) 920-0366 |
| Raq Bar, Billiards, Lounge | 739 Queen St W | (416) 504-9120 |
| Rebel House Pub, Microbrews | 1068 Yonge St | (416) 927-0704 |
| Rectory Cafe Coffee House, Restaurant | 102 Lakeshore Ave, Ward's Island Harbourfront/Islands | (416) 203-2152 |
| Red Light Bar | 1185 Dundas St W Dundas West & Ossington | (416) 533-6667 |
| Red Room Restaurant, Pub | 444 Spadina Ave Chinatown | (416) 929-9964 |
| Regal Beagle Pub Microbrews, Pub | 335 Bloor St W Annex | (416) 591-6859 |
| Reillys Restaurant | 340 Yonge St Downtown | (416) 593-4252 |
| Reservoir Lounge Jazz Bar, Lounge | 52 Wellington St E, Lower Level Downtown, St. Lawrence | (416) 955-0887 |
| Resposado Bar Lounge, Bar | 136 Ossington Ave Dundas West & Ossington | (416) 532-6474 |
| Revival Bar, Live Music | 783 College St Little Italy | (416) 535-7888 |
| Rex Hotel Bar, Jazz Bar | 194 Queen St W Queen Street West | (416) 598-2475 |
| Rhino Bar & Grill Microbrews, Bar, Sports Bar, Cask Ale | 1249 Queen St W Parkdale | (416) 535-8089 |
| Richmond Rogue Pub | 284 Richmond St E Downtown, Corktown | 416-868-9595 |
| Riva Supper Lounge | 584 College St | (416) 588-7377 |
| Rivoli Patio, Lounge, Billiards, Restaurant | 334 Queen St W Queen Street West | (416) 596-1908 |
| Ronnie's Local 069 Patio, Bar, Restaurant | 69 Nassau St Kensington Market | (416) 340-1110 |
| Roof Lounge Lounge | 4 Avenue Road Yorkville | (416) 324-1568 |
| Rose & Crown, The Pub, Darts, Live Music | 2335 Yonge St Yonge and Eglinton | (416) 488-5557 |
| Rowers Patio, Pub | 150 Harbord St Annex, Downtown | (416) 961-6277 |
| Roxton Bar | 379 Harbord St Annex | (416) 535-8181 |
| Roy Public House Irish Pub | 894 Queen St E Leslieville | (416) 465-3331 |
| Runyx Bar and Restaurant Bar, Restaurant | 108 Dundas St W Downtown | (416) 593-1118 |