Lollipop Shoppe
Live music bar · Buckman ·
Southern cocktails, po' boys & live music in former Dig a Pony space
Southern cocktails, po' boys & live music in former Dig a Pony space
"Closed as of Monday, November 24, this New Orleans-inspired live music venue and bar announced via Instagram that rising operating costs have made it hard to make ends meet, saying, “Like a lot of small businesses, we’ve been struggling to make ends meet as operating costs continue to rise. We put every part of us into this venue [and] it’s hard to say goodbye, but we need to restore our personal [and] financial balance.”" - Dianne de Guzman
"The space once home to Dig a Pony is now Lollipop Shoppe, from the team behind Lose Yr Mind Fest. Visitors inhale the Puerto Rican-Philly sandwiches from Papi Sal’s before heading into shows that range from visiting DJs from Los Angeles to Portland indie art rock bands. The calendar at Lollipop Shoppe is usually packed with consistently strong up-and-coming acts, mixed in with a few surprises from the peak-2007 Indie Portland era — if you look carefully." - Jenni Moore
"The Lollipop Shoppe, run by the people behind Lose Yr Mind Fest, felt eclectic and is a solid spot to discover new or offbeat musical talent." - Brooke Jackson-Glidden
"I am happy to see food carts and pop-up concepts find stability in bar & music venues, like Papi Sal's at the Lollipop Shoppe..." - Eater Staff
"Housed in the former home of Dig a Pony, this New Orleans–inspired cocktail bar and independent live-music venue feels like the bar your out-of-town friends expect to find in Portland: think hurricanes, house shrimp po’ boys, hardcore sandwiches, and live bands on the edge of breaking out. Founded by Tyler and Devon Treadwell (of Tulip Shop Tavern) alongside Elizabeth Elder and Bryan Wollen (of Lose Yr Mind Fest), Lollipop Shoppe pairs a venue-focused vibe with a menu rooted in Cajun-Creole tradition thanks to Mississippi‑raised chef Nick Seabergh, who traveled New Orleans to help develop the food. The menu features po’ boys topped with everything from catfish to beef debris (a saucy roast beef), a rotating vegan option, gumbo with chicken and andouille, and a permanent take on red beans and rice; crinkle-cut fries smothered with beef debris, house cheese sauce, green onions, and pickled Fresno chiles have become an early favorite. Cocktails lean on Louisiana classics — Vieux Carrés, hurricanes, Sazeracs — alongside daiquiris, low-proof spritzes, a Brandy Crusta made with Brandy Sainte Louise, Combier Orange, Maraska maraschino, and bitters, and a polarizing absinthe frappé featuring absinthe and Meletti Dry Anisette. Shows don’t run every night, but the space has already hosted local acts (Reptaliens, Bijoux Cone, Buddy Wynkoop) and upcoming bills include Pearl & The Oysters (Nov 10), Oh, Rose (Nov 12), and Forty Feet Tall (Nov 17); tickets generally run $10–$20. It’s minor‑friendly until 7 p.m., the kitchen serves until 1 a.m. on weeknights and 2 a.m. on weekends, and a takeout window is expected by February." - Brooke Jackson-Glidden