At Lollipop Shoppe, Portland has a whole new spot for late-night Southern food

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Those who know, especially when it comes to cheeseburgers (one of our favorites in town!) and corn dog Wednesday specials, know that Tulip Shop Tavern relates as much to the food as the bar. So when Tulip Shop co-owners Tyler and Devon Treadwell teamed up with lose your mind festival co-founders Elizabeth Elder and Bryan Wollen to create Lollipop Shop, the new music venue located at the old Dig a pony space (735 SE Grand Ave), they’ve created a food menu that looks just as intriguing as the show lineup.

Dig a Pony, which often had lines around the block on weekends for DJ nights, closed in June 2022; When Elder and Wollen heard the place might sell out, they took the opportunity to start the place they dreamed of. They contacted the Treadwells to see if they would be interested in handling food and drink. Lollipop Shoppe officially opened on October 28.




Behind the menu, which the team describes as “Gulf Coast-inspired,” is Chef Nick Seabergh, a Mississippi native who also heads the kitchen at Tulip Shop Tavern. The Tulip Shop team traveled to New Orleans to research their menu, which focuses on po’boys. “What really appealed to me was roast beef, or scrap beef,” says Tyler Treadwell. “I’m from Seattle, and every time I’ve had a po’boy it’s been oysters or shrimp.” Beef scraps, so named for the chunks of meat that fall off as the meat slowly cooks and release cooking juices, are making their way onto the Lollipop Shoppe menu in po’boys and on loaded fries. Other po’boy options include fried popcorn shrimp, catfish, and fried cauliflower with olive salad. Also look for okra, coleslaw, kidney beans and rice, and what Seabergh calls a “soggy salad” – iceberg lettuce marinated overnight in an intensely garlicky dressing.




The cocktail menu is made up entirely of classic cocktails you might find in New Orleans, including Hurricanes, Sazeracs, Daiquiris, Mint Juleps and an Absinthe Frappé that Treadwell describes as “a Good & Plenty well watered”. There will also be low ABV spritzes on the draft. Look for draft beers from breweries such as Wayfinder, Fort George and Living Häus, as well as tallboy cans, including Treadwell’s favorite inexpensive Canadian beer, Kokanee.

In the coming months, the owners of Lollipop Shoppe plan to add a take-out window that will allow customers to order and pick up food from the sidewalk, which will come in handy on days when the place is packed. It’s also one of the few late night options in the area. The place closes at 1 a.m. Sunday through Thursday and 2 a.m. Friday and Saturday, and they’ll take food orders up to 30 minutes before closing. Plus, once the crew has settled in, keep an eye out for specials like the Jazz Fest-exclusive creamy pasta dish, crawfish Monica, as well as blood sausage balls (think arancini with a southern), dirty rice and occasionally whole suckling pig, suckling pig.

Lollipop Shoppe, 736 SE Grand Ave, open 3 p.m. to 1 a.m. Sunday through Thursday and 3 p.m. to 2 a.m. Friday through Saturday, lollipopshoppe.com

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