Route 66 may be a historic highway, but your road trip doesn't have to be stuck in the past. This 2-day Instagram-worthy itinerary blends the best of both worlds—classic Route 66 charm with a fresh, modern twist. From vintage neon signs and retro diners to trendy cafes, colorful murals, and unique attractions that beg to be photographed, this trip is packed with stops that are as visually stunning as they are memorable.

Where to Stay

Springfield has a variety of accommodations to fit your desired experience, needs, and budget. Check out our places to stay page for more information.

Day 1

The European

Start your day off in style at The European right on Park Central Square in the heart of downtown Springfield. Their lush green and pastel pink interior will make you feel energized and excited for your busy day, and their creative quality dishes are sure to keep you full and satisfied through your morning plans. They have an expansive breakfast menu with everything from Strawberry Lemon Parfaits to their Cacio e Pepe Scramble Bowl, and a huge selection of coffees, teas, lattes, and freshly-made juices.

Address: 105 Park Central Square, Springfield

Bass Pro Shop

Head over to Bass Pro Shops Outdoor World, the original and largest of the Bass Pro Shops. With almost 500,000 square feet dedicated to the natural beauty of the outdoors, there’s plenty to explore. This store boasts waterfalls, aquariums, firing range, TRACKER® boat showroom, Hemingway’s Blue Water Café, and more. 

Address: 1935 S. Campbell Ave, Springfield

Wonders of Wildlife

The Johnny Morris Wonders of Wildlife Museum and Aquarium, attached to Bass Pro Shops Outdoor World, is one of Springfield’s top rated attractions and the largest immersive wildlife attraction in the world. With more than 1.5 miles of immersive exhibits and experiences, Wonders of Wildlife is worth taking a swim by. 

Address: 500 W Sunshine St, Springfield

Van Gogh’s Eeterie

This cafe serves up dutch-inspired fare from pancakes to entrees in an artsy, upbeat lofty space with a full bar. The picture-perfect interior, inspired by Van Gogh’s artwork, makes for a beautiful backdrop to a delicious meal.

Address: 334 E Commercial St, Springfield

Stroll Historic Commercial Street

Take a leisurely stroll down Springfield’s Historic Commercial Street—affectionately known as C-Street—and soak in its eclectic charm. This walkable district is lined with locally owned boutiques, unique shops, cozy cafes, and beautifully restored architecture that tells stories of the past. If it’s a Saturday, be sure to swing by the C-Street City Market, a lively farmers market offering everything from fresh produce and plants to handcrafted jewelry, pottery, and local artisan goods.

Address: 321 E Commercial St, Springfield

Civil Kitchen

Overlooking Park Central Square and offering indoor and outdoor seating, Civil Kitchen is the perfect spot to grab delicious dinner and cocktails with your group. Try the local favorite Chicken and Waffles, or the sweet and savory Banh Mi Tacos.

Address: 107 Park Central Square, Springfield

Vantage Rooftop

Vantage Rooftop & Lounge makes for the perfect end to your fun day out. Their rooftop seating offers stunning panoramic views of downtown Springfield. Sip on handcrafted cocktails and enjoy one of their shareable plates or desserts for a late-night snack.

Address: 260 E McDaniel St, Springfield

Day 2:

Gailey’s Breakfast Cafe

This classic cafe brings that old-style diner feel to the heart of downtown Springfield, established in 1942 and just off Route 66. Known for its breakfasts and sweet browns—sweet potato hash browns made fresh in-house—it’s the perfect spot to grab a bite to eat before heading to your next location.

Address: 220 E. Walnut St., Springfield

History Museum on the Square

The History Museum on the Square offers a deep dive into Springfield's past, including its pivotal role in Route 66 history. Their third floor is dedicated to everything on Route 66 and provides an engaging learning experience for all ages along with some aesthetic photo opportunities.

Address: 154 Park Central Square, Springfield

Druff’s

This grilled cheese joint offers a unique blend of classic culinary delights with a touch of vintage flair. Nestled right by the Gillioz Theatre downtown, this cozy diner is the perfect spot to grab a bite to eat and snap a quick picture of the cute and quirky interior, 

Address: 331 Park Central E, Springfield

Battlefield Mall

The Battlefield Mall is the perfect place to get some afternoon shopping done! With stores including Altar’d State, LuluLemon, Sephora, and H&M, there’s plenty to browse and shop for. Also check out the Brentwood shopping center right across the street for even more shopping destinations. 

Address: ​​2825 S. Glenstone Ave., Springfield

Dickerson Park Zoo

Escape into the animal kingdom at Dickerson Park Zoo, the home to a diverse array of species from around the globe, from giraffes and elephants to primates and parrots.Visitors can enjoy up-close encounters with creatures both big and small all within a beautiful, accessible setting. 

Address: 1401 W. Norton Road, Springfield

Jamaican Patty Co.

Jamaican Patty Co. is a local eatery specializing in authentic Jamaican patties. Their cuisine has a vibrant, authentic feel and brings the delicious food of the Caribbean to Missouri platters.

Address: Park Central W, Springfield