2-Day Route 66 Dining Road Trip in OKC

Since its creation in 1926, Route 66 has fueled travelers with roadside diners and unique food experiences. Today, the “Main Street of America” remains a dining destination, especially in OKC, where institutional restaurants serve bucket list bites. Below, we’ve mapped out a two-day dining guide to Route 66, with recommended times for each stop.  

Day 1

Start with a Classic at Classen Grill

A holdover from the ‘80s, the vintage Classen Grill has been reborn as a retro-cool diner bedecked with art and comfy booths. Fuel up with cinnamon rolls, Tex-Mex breakfast enchiladas and ham biscuits slathered in gravy. 1.5 hours

Midday Snack at Pops 66 in Arcadia

Stop at Pops, the whimsical “soda ranch” on Route 66 right outside OKC, where you’ll find a 66-foot-tall soda bottle, along with hundreds of colorful soda bottles—in funky flavors like celery and lemon meringue—and sweet and savory snacks like root beer bread pudding and fried pickles. 1 hour

Lunch at Tucker’s Onion Burgers

Grab a seat at this OKC favorite that carries on the state’s fried onion burger tradition. The short, focused menu keeps the spotlight on juicy burgers griddled with onions and served with crisp-edged fries. 1.5 hours

Sweet Stop at Boom Town Creamery

Pause for small-batch scoops at Boom Town Creamery, where 24 house-made flavors, including rotating seasonal picks and non-dairy options, highlight local ingredients. Standouts like Espresso Crunch with Elemental Coffee beans and Carmelita Cookie Crumble with a bourbon caramel ribbon show how even the classics get reimagined here. 30 minutes

Dinner at Cajun Corner

Wrap up the day at Cajun Corner, an Oklahoma-owned spot serving Cajun dishes with a local twist. The menu ranges from po’boys and étouffée to house specialties like catfish and jambalaya, all in a relaxed, come-as-you-are setting. 2 hours

Day 2

Fuel Up at Cafe Kacao 

Close to Route 66, Cafe Kacao is a fan favorite for its Latin American brunch dishes, like Cuban omelets and cheese-stuffed pupusas, as well as inventive espresso drinks, including banana-Nutella lattes. 1.5 hour

Coffee at Toast & Coffee

Take a midmorning break at Toast & Coffee, a minimalist café known for carefully sourced beans and seasonal house-made syrups. It’s a calm stop to recharge before continuing along Route 66 toward lunch. 1 hour

Lunch at Ted’s Tacos and Cantina

Break for lunch at Ted’s Tacos and Cantina, where the menu spans tacos, burritos, and other Tex-Mex staples made from fresh ingredients. The open dining room also offers a clear view of the Uptown 23rd District. 1.5 hours

Dessert at Cheever’s Café

Head to Cheever’s Café for desserts that lean indulgent, like a roasted pecan ice cream ball with red chile and chocolate sauce, six-layer carrot cake or seven-layer chocolate cake. The coconut cream pie, featuring toasted coconut and white chocolate, is another house favorite. 45 minutes

Final Toast at Skydance Brewing Co.

Cheers to a fun- and food-filled Route 66 adventure at Skydance Brewing Co. Located close to the route, it’s the first Native-owned brewery in Oklahoma, offering a variety of beer styles in a stylish industrial space. 1.5 hours