| The Emerald Loop |
| Pub | Larkspur | Sat–Sun | 7 AM – 9 AM | All drinks | $$ |
| Currents at the Riverhouse |
| Restaurant | — | Sun | 10 AM – close | — | $$ |
| Cascade Lakes Pub on Reed Market |
| Brewery | Old Farm District | Mon–Fri | 2 PM – 5 PM | Beer & Cider, Wells +2 | $$ |
| Fire on the Mountain Buffalo Wings | Bend |
| Bar | Orchard District | Wed–Sun | 2 PM – 5 PM | Cheeseburger, Draft Pints +6 | $$ |
| La Rosa | Modern Mexican Kitchen |
| Restaurant | Summit West | Mon–Sun | 2 PM – 5 PM | HH Bottled Beer, HH Nachos +13 | $$ |
| Washington Dining & Cocktails |
| Restaurant | Summit West | Sat–Sun | 2 PM – 5 PM | Cornmeal Crusted Calamari, BBQ Pork Belly Sliders +23 | $$ |
| Deschutes Brewery Bend Public House |
| Bar | River West | Mon–Thu, Sun | 2:30 PM – 4:30 PM | Pretzel & Cheese, Single Smash Burger & Potato Chips +5 | $$ |
| El Rancho Grande Mexican Restaurant |
| Bar | Boyd Acres | Mon–Sun | 2:30 PM – 5 PM | House Margarita, Flavored Margaritas +11 | $$ |
| Jackson's Corner - Old Bend |
| Restaurant | Old Bend | Mon–Sun | 3 PM – 5 PM | Meatball Sliders, Sourdough Pizza Slice (3-4pm) +11 | $$ |
| JIA Asian Street Kitchen |
| Restaurant | Southwest Bend | Mon–Sun | 3 PM – 5 PM | Signature Cocktails, Craft Cocktails +2 | $ |
| Lady Bird Cultural Society |
| Restaurant | Southern Crossing | Mon–Sun | 3 PM – 5 PM | Happy Hour Cocktails (+$3 off all signature cocktails), Drafts +16 | $$ |
| McMenamins Fireside Bar |
| Bar | Old Bend | Mon–Thu, Sun | 3 PM – 6 PM | McMenamins Beer, Edgefield Hard Cider +3 | $$ |
| McMenamins O'Kanes |
| Bar | Old Bend | Mon–Thu, Sun | 3 PM – 6 PM | Edgefield Hard Cider, Edgefield Wines +15 | $$ |
| McMenamins Pub at Old St. Francis School |
| Pub | Old Bend | Mon–Thu, Sun | 3 PM – 6 PM | McMenamins Beer pint, Edgefield Hard Cider pint +14 | $$ |
| Northside Bar and Grill |
| Restaurant | Boyd Acres | Mon–Sun | 3 PM – 6 PM | Well drinks, Domestic bottles +3 | $$ |
| Pizza Mondo |
| Pizzeria | River West | Mon–Sun | 3 PM – 5 PM | After Mountain Special, Pint of beer | $ |
| Prost! |
| Pub | River West | Mon–Sun | 3 PM – 5 PM | 3 Bratwurst Sliders, Kartoffelpuffer +3 | $$ |
| Shimshon at The Grove |
| Restaurant | Summit West | Tue–Sun | 3 PM – 5 PM | — | $$ |
| The Commonwealth Pub |
| Sports Bar | River West | Mon–Sun | 3 PM – 6 PM | — | $$ |
| The Hook & Plow Bend |
| Restaurant | River West | Mon–Fri | 3 PM – 6 PM | Al Pastor Shrimp Taco, Braised Short Rib Taco +11 | $$ |
| Worthy Brewing Company |
| Brewery | Mountain View | Mon–Fri | 3 PM – 5 PM | East Wing Wings (6), Ahi Tuna +8 | $ |
| Salute Restaurant & Bar Bend |
| Restaurant | River West | Mon, Wed–Sun | 4 PM – 5 PM | Olives and Marcona Almonds, Baguette and Butter +11 | $$ |
| The Blacksmith Restaurant |
| Restaurant | River West | Wed–Sat | 4 PM – 6 PM | House Red or White Wine, Draft Beers +14 | $$$$ |
| The Flamingo Room |
| Bar | River West | Mon–Sun | 4 PM – 6 PM | — | $$ |