18 Unique Roadside Attractions Worth Planning a Drive Around

The Evolve Team
The Evolve Team
May 17, 2022

It’s official: road trips are back and better than ever. And with so many travelers taking to the open road, that means stops at unique roadside attractions are a must.

Of course, the best roadside attractions give you the chance to see everything from larger-than-life statues to can’t-help-but-smile kitsch. So hop out of the car to stretch your legs at these fun sights you can find across the country — and stay at a clean, verified home right on your route.

In This Article: 

Best Roadside Attractions in California

Best Roadside Attractions in the Upper Midwest

Best Roadside Attractions in the Lower Midwest

 Best Roadside Attractions in California

Illustration of California roadside attractions including the International Banana Museum, Randy's Donuts, and the Cabazon Dinosuars

Whether you grab breakfast burritos before hitting the open road or spend happy hour at palm tree-shaded rooftop bars, you can’t go wrong with a California road trip. Make sure you stop at the best roadside attractions found in The Golden State to make your drive even more memorable.

1. Randy’s Donuts

805 W. Manchester Blvd, Inglewood, CA

A towering beacon calling to all donut lovers, Randy’s Donuts is famous for its 32-foot-tall donut as seen on Arrested Development, Californication, Entourage, and more. Visit for a glazed midnight snack (they’re open 24 hours!) and a photo opp with the Insta-worthy pastry.

2. Cabazon Dinosaurs

50770 Seminole Dr, Cabazon, CA 92230

Dinosaurs, palm trees, and ice cream await at Cabazon Dinosaurs. This former Pee Wee’s Big Adventure shooting location takes you back to the Jurassic period by way of enormous steel dinosaurs that tower into clear blue skies.

3. International Banana Museum

98775 CA-111, Mecca, CA 92254

Gain a new appreciation for bananas at a very low price. For just one dollar, you can get into the International Banana Museum and order a banana shake (OK, that costs extra), look through more than 25,000 items devoted to the namesake fruit, and dress up in banana-wear for some a-peel-ing pictures.

4. Integratron

2477 Belfield Blvd, Landers, CA 92285

A relaxing sound bath can be an otherworldly experience, especially when it happens at Joshua Tree’s Integratron. Once visited by Anthony Bourdain, you can follow in the celebrity chef’s footsteps and soak in the ethereal soundscape created by this giant white dome surrounded by miles of desert.

Want to stay in a home that’s as unique as your road trip? Book any of our one-of-a-kind vacation rentals across the country for a truly memorable stay.

5. Chandelier Drive-Thru Tree

67402 Drive Thru Tree Rd, Leggett, CA 95585

Sometimes the best roadside attractions are the ones that let you stay in the car. The Chandelier Drive-Thru Tree is quite literally a tree you drive through. The 276-foot redwood has a gaping hole that can fit most vehicles, creating an unreal experience (and wow-worthy photos). You can also tour famous sights along the Redwood Highway, like the Avenue of Giants, home to some of the largest trees in the world.

6. Winchester Mystery House 

525 S Winchester Blvd, San Jose, CA 95128

Staircases lead to nowhere and nooks and crannies turn to secret passages at the Winchester Mystery House. Here you can get inside the mind of Sarah Winchester, a late-1800s heiress who spent the last half of her life turning a simple house into a 160-room masterpiece

🏠 Where to stay: If you’re touring Southern California’s best roadside attractions, head to this retro mid-century hideout that sleeps four guests. You can retreat from the heat in the resort-style pool, or spend time exploring more quirky sights in Palm Springs, like a 26-foot-tall statue of Marilyn Monroe or the house where Elvis spent his honeymoon.

Those traveling north can rest easy in this colorful condo. It’s located one block from the Golden Gate Bridge — and a short drive away from some of the best wine regions in the U.S.

Best Upper Midwest Roadside Attractions 

Illustration of Midwest roadside attractions including Mt. Rushmore, Carhenge, and Bear Country USA

Many travelers flock to the upper Midwest to see the striking geological formations of Badlands National Park. But while visiting this area of the U.S., you should also check out these eccentric stops that are interesting enough to make our list of the Midwest’s best roadside attractions.

7. Wall Drug Store

510 Main Street, Wall, SD 57790

Play on a cement jackalope, befriend an animatronic dinosaur, and shop western-themed wares — all of it is possible when you stop at Wall Drug. You can also try some of the free water advertised for miles on the surrounding highways, or pick up a homemade donut in the cafeteria Fern worked at in Nomadland.

8. Bear Country USA

13820 US-16, Rapid City, SD 57702

Don’t be alarmed if a bear wanders up to your window while at Bear Country USA. Getting up close with them — along with elk, buffalo, reindeer, and more — is all part of the experience when driving through this outdoor animal park.

Relax more with every booking: All Evolve homes are backed by our Rest Easy Promise, so you know your vacation rental will be safe, clean, and ready for your arrival.

9. Carhenge

2151 Co Rd 59, Alliance, NE 69301

An homage to Stonehenge, this 38-vehicle sculpture is found in the middle of a Nebraskan farm field. Crafted from old cars, it really is a unique roadside attraction that’s free to visit and impossible to forget.

10. Mt. Rushmore

13000 SD-244, Keystone, SD 57751

See history carved into stone at Mt. Rushmore. Whether you pay to enter the park or drive the winding roads that give you a peek at Washington, Roosevelt, Lincoln, and Jefferson, it’s a can’t-miss national monument that’s even more impressive in person.

11. Deadwood

18 76th Dr, Deadwood, SD 57732

The Wild West is found at Deadwood, a historic gold rush town in South Dakota. Grab a seat at a local saloon, test your luck at a local casino, or learn about the heyday of prospecting at the Days of ‘76 Museum.

12. Enchanted Highway

607 Main St, Regent, ND 58650

Pack multiple Midwest roadside attractions into one trip along North Dakota’s Enchanted Highway. Impressive sculptures — including enormous pheasants, a tin family, and an oversized grasshopper — will greet you on this scenic 32-mile drive.

🏠 Where to stay: This expansive Sturgis home peers over South Dakota’s best panoramas. With 4,000 square feet, you can bring up to 20 people along, making it the perfect stop when looking to meet up with family and friends halfway.

Best Lower Midwest Roadside Attractions

Lower Midwest Roadside Attractions illustration, including Original Rainbow Cone, Gateway Arch, and Field of Dreams

Whether you’re stopping in Chicago to take in the riverfront architecture, driving to Branson for a family vacation, or spending a long weekend at Ohio’s theme parks and national parks, you’ll want to add these fun roadside attractions to your route.

13. Original Rainbow Cone

9233 S Western Avenue, Chicago, IL 60643

The Original Rainbow Cone is an essential part of any Chicago summer or fall. Stop here for stacked rainbow sherbet served out of a bright pink facade and see why it’s been locally loved since 1926. (If you’re up for a drive while you eat, you can check another roadside attraction off your list at the Leaning Tower of Niles.)

14. Hocking Hills Scenic Byway

Rockbridge, Ohio

When you’re Ohio-bound and in need of new sights, take a breather in nature on the Hocking Hills Scenic Byway. Here, the best roadside attractions include an array of tumbling waterfalls, bright wildflowers, and stunning vistas.

15. American Gothic House

300 American Gothic St, Eldon, IA 52554

Experience the place that inspired Grant Wood’s 1930 painting at the American Gothic House. You can practice your most stoic face and recreate the painting with a picture in front of the white house with gothic-style windows (and yes, they’ll even lend you a pitchfork).

16. Field of Dreams Movie Site

28995 Lansing Rd, Dyersville, IA 52040

Get some fresh air and grab baseball concessions at the field from Field of Dreams. It’s free to visit (although donations are encouraged), and you’ll feel the magic of America’s favorite pastime if you take a tour of the home and surroundings, learning insider film trivia along the way.

17. Gateway Arch

11 N 4th St #1810, St. Louis, MO 63102

Climb 63 stories into the sky by tram at the Gateway Arch, a beacon on the St. Louis skyline. At the top, you can take in the view from 630-feet above ground.

18. Silver Dollar City

399 Silver Dollar City Pkwy, Branson MO 65616

Channel your thrill-seeking side at Silver Dollar City, an 1880s-style theme park in Branson that has everything from water rapids to family-friendly rides. With 31 roller coasters to choose from, there’s not a chance you (or anyone on your road trip!) will be bored before getting back on the open road.

🏠 Where to stay: Level up a Missouri road trip with a luxurious stay at this Branson vacation home with mountain views and an indoor pool. Those looking to stop in Chicago can check out this cozy, affordable apartment that’s a stone’s throw from the artsy Logan Square neighborhood.

Rest Easy Touring America’s Best Roadside Attractions

A big part of a successful American road trip is all the stunning stays along the way. Booking with Evolve means resting in a verified vacation rental that’s safe, clean, and ready for your arrival. And if something is off or you need to change plans, our Rest Easy Promise means we’ll make it right. 

Ready to amp up your road trip with even more unforgettable experiences? From pet-friendly places and charming small towns to tiny house rentals and starry night sights, we have tons of trip ideas to make yours special.

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