| Life of Pie |
| Pizzeria | Mon–Sun | 11 AM – 6 PM | House Beer, House Wine +1 | $ |
| McMenamins Blue Moon Tavern & Grill |
| Bar | Mon–Sun | Open to close | Cajun Tots, McMenamins Beer +14 | $$ |
| McMenamins Tavern & Pool |
| Bar | Mon–Sun | 2 PM – 5 PM | McMenamins Beer, Edgefield Hard Cider +18 | $$ |
| Paymaster Lounge |
| Bar | Mon–Sun | 2 PM – 6 PM | — | $$ |
| Bandit Bar |
| Bar | Mon–Sun | 3 PM – 6 PM | Wells, Wine +2 | $$ |
| Freeland Spirits |
| Bar | Wed–Thu | 3 PM – 5 PM | Tasting flights, Cocktails +1 | $ |
| Hostel Cafe |
| Restaurant | Mon–Sat | 3 PM – 5 PM | and enjoy, $2 off any appetizer | $$ |
| Jo Bar & Rotisserie |
| Bar | Mon–Sun | 3 PM – 6 PM | Draught Beer, House White or Red +13 | $$ |
| Lighthouse Restaurant & Bar |
| Bar | Mon–Sun | 3 PM – 6 PM | Cheeseburger, Queso Fundido & Chips +9 | $ |
| Papa Haydn |
| Restaurant | Mon–Sun | 3 PM – 6 PM | — | $$ |
| The Fields Bar & Grill |
| Restaurant | Mon–Fri | 3 PM – 5 PM | — | — |
| Twenty First Ave Kitchen & Bar |
| Bar | Mon–Sun | Open to close | Draft Beer, Well Drinks +2 | $$ |
| Yur's Bar & Grill |
| Dive | Mon–Fri | 3 PM – 6 PM | Draft Beer, Wine +11 | $$ |
| Bantam Tavern |
| Bar | Mon–Sun | 4 PM – 6 PM | Old Fashioned/Margarita/Negroni, Draft Beers +8 | $$ |
| Bar Diane |
| Wine Bar | Mon–Fri | 4 PM – 10 PM | Marinated Olives, Togarashi Almonds +7 | $$ |
| Carlita's - Portland |
| Bar | Mon–Sun | 4 PM – 11 PM | La Margarita De Carlita, Romper +14 | $$ |
| Irving Street Tapas |
| Restaurant | Mon–Sun | 4 PM – 5:30 PM | All Beers, House Wines by Glass +16 | $$ |
| Kells Brewery |
| Pub | Mon–Fri | 4 PM – 6 PM | Shetland Pony, Kells Lemonade +9 | $$ |
| Lucille |
| Bar | Mon–Sat | 4 PM – 6 PM | — | $ |
| Matador NW Portland |
| Bar | Mon–Sun | 4 PM – 6 PM | — | $$ |
| Mio Sushi 23rd Johnson St. |
| Bar | Mon–Thu | 4 PM – 6 PM | Momokawa Organic Junmai Ginjo (sm), Cucumber Salad +26 | $$ |
| North 45 Pub |
| Pub | Tue–Fri | Open to close | Rosemary Garlic Fries, Caesar Salad +10 | $$ |
| Pope House Bourbon Lounge |
| Bar | Mon–Sun | 4 PM – 7 PM | Wells, Drafts +1 | $$ |
| RingSide Steakhouse |
| Restaurant | Mon–Sun | 4 PM – 5:30 PM | — | $$$$ |
| Side Eye |
| Bar | Mon–Sun | 4 PM – 6 PM | Roasted Coconut Water Highball, Fall Agua Fresca +2 | $ |
| The Solo Club |
| Bar | Mon–Fri, Sun | Open to close | Cocktails, Beer +8 | $$ |
| Takibi | Japanese Ramen & Restaurant |
| Restaurant | Mon, Wed–Sat | 4:30 PM – 5:30 PM | Daily hand roll, Sunomono (charred cherry tomato, cucumber, bonito) +12 | $$$$ |
| St. Jack |
| Restaurant | Mon–Thu, Sun | 5 PM – 6 PM | Prawns, Crudo +3 | $$$$ |
| R&R Bar |
| Bar | Thu–Sat | Until 6 PM | Veintiuno Margarita, Mai Tai +4 | $ |