Embarking on a road trip from Chicago to Las Vegas offers travelers a once-in-a-lifetime opportunity to explore the diverse landscapes, rich history, and iconic landmarks that define the American heartland. You could plan a trip to end at some of the best hotels in Las Vegas too. From the bustling metropolis of Chicago to the awe-inspiring natural wonders of the Southwest, this epic journey promises countless unforgettable experiences, such as marveling at the majestic beauty of the Rocky Mountains, delving into the fascinating American history at the various parks and museums, as well as soaking up the vibrant culture and art scene along the way.

Recommendations for places to stay included in this article are based on research on appropriate accommodations. The locations selected were based on a combination of factors, including proximity to the attractions featured in the list, an overall user rating of 7.0 or higher, and a competitive rate compared to similar accommodations. All accommodations offer amenities that road trippers would need during their trek.

Leaning Tower Of Niles

Downtown Buildings in Chicago, Illinois
Photo by Tamara Demir on Unsplash
Buildings in Downtown Chicago, Illinois

The Leaning Tower of Niles, a unique and quirky attraction in Illinois, is an unmissable stop for those on a road trip seeking a touch of novelty and a memorable photo opportunity. This intriguing half-sized replica of the famous Leaning Tower of Pisa offers visitors a chance to experience a slice of Italy without leaving the United States. Surrounded by a picturesque park with fountains and a reflecting pool, the Leaning Tower of Niles provides travelers with a delightful and unexpected break from their journey, leaving them with a lasting impression and a fascinating story to share.

Downtown Buildings in Chicago, Illinois
Photo by Tamara Demir on Unsplash
Buildings in Downtown Chicago, Illinois
Holiday Inn & Suites Chicago North Shore
8.2 / 10
Hotel Chain

IHG

Amenities
Indoor Pool, Free Wi-Fi, Free Parking, Fitness Center
Price
$

Related: 10 Things You Can Only See Along Route 66 In Illinois

World’s Largest Antique Broom Collection

Arcola
Eddie J. Rodriguez photographer / Shutterstock
Arcola, Illinois

Sometimes, the journey is better than the destination on a road trip, mainly because of the stops on the way. The World's Largest Antique Broom Collection museum, located in Illinois, offers road trippers a fascinating and offbeat experience that adds a dash of whimsy to their journey. Boasting an unparalleled assortment of over 200 antique brooms, this one-of-a-kind museum showcases this humble household tool's history, craftsmanship, and cultural significance. Visitors are bound to be captivated by the unique designs, materials, and stories behind each broom. A visit to this quirky and unforgettable attraction will sweep travelers off their feet and leave them with a newfound appreciation for the artistry of broom-making.

Arcola
Eddie J. Rodriguez photographer / Shutterstock
Arcola, Illinois
Best Western Plus Green Mill Village
8.5 / 10
Hotel Chain

BWH Hotels

Amenities
Indoor Pool, Free Wi-Fi, Fitness Center, Parking
Price
$

Snake Alley - The Crookedest Street In The World

Burlington, Iowa
Shutterstock
Burlington, Iowa

Snake Alley, dubbed "The Crookedest Street in the World," is a must-visit attraction for road trippers seeking a unique and memorable detour in Burlington, Iowa. This winding, cobblestone street, with its sharp turns and steep incline, offers a thrilling and picturesque drive that challenges drivers and pedestrians alike. Visitors who navigate the hairpin bends can appreciate the street's distinctive design, which dates back to 1894, and admire the charming Victorian architecture that lines the route. A visit to Snake Alley promises a one-of-a-kind experience that will leave travelers with a lasting impression and an unforgettable story to share.

Aerial View of the Des Moines, Iowa
Aerial view over Des Moines, Iowa
Aerial view over Des Moines, Iowa
Comfort Suites Burlington
8.5 / 10
Hotel Chain

Choice Hotels brand

Amenities
Indoor Pool, Restaurant, Free Wi-Fi, Fitness Center
Price
$

Plantoir - Giant Garden Trowel

Des Moines, IA, USA
Via: Unsplash
Des Moines, IA, USA

Des Moines is rich with things for visitors to do, but if you're on a road trip, this is a great short stop. The Plantoir - Giant Garden Trowel, a whimsical and larger-than-life attraction in Des Moines, Iowa, is a delightful stop for road trippers seeking a touch of novelty and a memorable photo opportunity. This enormous, 23-foot-tall garden trowel, created by renowned artists Claes Oldenburg and Coosje van Bruggen, playfully towers over the surrounding landscape. As travelers pause to appreciate this unique and imaginative work of art, they are reminded of the joy and wonder that can be found in even the most mundane objects, creating a lasting impression and an unforgettable experience.

Des Moines, IA, USA
Via: Unsplash
Des Moines, IA, USA
Baymont by Wyndham Des Moines Airport
9 / 10
Hotel Chain

Wyndham Hotels & Resorts

Amenities
Indoor Pool, Free Wi-Fi, Shuttle Service, Fitness Center
Price
$

Related: Des Moines' Favorite Foods (& Where To Get Them)

Giant Fork With Spaghetti

Omaha skyline
Shutterstock
Omaha skyline in the evening, Omaha, Nebraska.

The Giant Fork with Spaghetti, an eye-catching and whimsical attraction in Omaha, Nebraska, offers road trippers a delightful and unexpected experience that adds a touch of fun to their journey. This quirky 13-foot-tall sculpture, located outside an Italian restaurant, playfully celebrates the joy of food and invites visitors to snap memorable photos with its towering fork and entwined spaghetti. As travelers pause to appreciate this lighthearted work of art, they are reminded of the simple pleasures that can be found along the road. It's just one of the many things visitors can check out in Omaha as they visit Nebraska's biggest city.

Omaha skyline
Shutterstock
Omaha skyline in the evening, Omaha, Nebraska.
DoubleTree by Hilton Omaha Southwest
8.1 / 10
Hotel Chain

Hilton

Amenities
Indoor Pool, Restaurant, Room Service, Coffee Shop
Price
$

Fort Cody Trading Post

Sunset over North Platte, Nebraska
Photo by Preston A Larimer on Unsplash
Watching the sun go down over North Platte, Nebraska

The Fort Cody Trading Post, a captivating and nostalgic attraction in North Platte, Nebraska, offers road trippers a delightful opportunity to step back in time and immerse themselves in the Wild West. This enchanting destination, complete with its Old West-style facade, houses an impressive collection of Buffalo Bill memorabilia, Native American artifacts, and a mesmerizing miniature Wild West show. As travelers explore the trading post, they can also shop for unique souvenirs and gifts that capture the spirit of the American frontier, creating a memorable and engaging experience that adds a touch of historical charm to their journey.

Sunset over North Platte, Nebraska
Photo by Preston A Larimer on Unsplash
Watching the sun go down over North Platte, Nebraska
La Quinta Inn & Suites by Wyndham North Platte
8.6 / 10
Hotel Chain

Wyndham Hotels & Resorts

Amenities
Indoor Pool, Free Wi-Fi, Free Parking, Free Airport Shuttle
Price
$

UFO Watchtower

UFO Watchtower, Hooper, Colorado
Shutterstock
UFO Watchtower, Hooper, Colorado

The UFO Watchtower, an intriguing and otherworldly attraction in Hooper, Colorado, offers road trippers a chance to explore the mysteries of the cosmos and indulge their curiosity about extraterrestrial life. This unique observatory, nestled in the heart of the San Luis Valley, boasts an elevated platform that provides unparalleled views of the night sky and a quirky collection of UFO-themed memorabilia and stories of local sightings. As travelers gaze into the vast expanse of space, they can ponder the possibility of life beyond Earth, creating a thought-provoking and unforgettable experience that adds a touch of cosmic wonder to their journey.

UFO Watchtower, Hooper, Colorado
Shutterstock
UFO Watchtower, Hooper, Colorado
Frontier Drive Inn
9 / 10
Amenities
Free Toiletries, Bicycle Rental, Free Parking, Pets Allowed On Request
Price
$$

Dead Horse Point State Park

Dead Horse Point State Park, Moab, Utah
Photo by Ken Cheung on Unsplash
Breathtaking view over Dead Horse Point State Park, Moab, Utah

Dead Horse Point State Park, a breathtaking natural attraction in Utah, offers road trippers an awe-inspiring experience that showcases the beauty and grandeur of the American Southwest. This dramatic park, perched atop a high plateau, provides visitors with panoramic views of the winding Colorado River and the majestic, colorful canyon landscape. As travelers explore the park's scenic trails and overlooks, they can immerse themselves in the tranquility and wonder of this stunning geological masterpiece. A visit to Dead Horse Point State Park promises an unforgettable and soul-stirring experience that adds depth and richness to any road trip adventure.

Dead Horse Point State Park, Moab, Utah
Photo by Ken Cheung on Unsplash
Breathtaking view over Dead Horse Point State Park, Moab, Utah
Big Horn Lodge
8.3 / 10
Amenities
Outdoor Pool, Free Wi-Fi, Restaurant, Free Parking
Price
$

Related: Moab's Cultural Attractions: Exploring The History Of Southern Utah

Cathedral Gorge State Park

Cathedral Gorge State Park, Utah
Photo by John Fowler on Unsplash
A view of Cathredral Gorge State Park, Utah

Cathedral Gorge State Park, a mesmerizing natural attraction in Utah, offers road trippers an unforgettable experience highlighting the awe-inspiring beauty of the region's unique geological formations. This enchanting park, characterized by its dramatic, eroded clay spires and intricate network of slot canyons, invites visitors to explore its otherworldly landscape and marvel at the forces of nature that have sculpted it over millennia. As travelers traverse the park's winding trails and immerse themselves in the serene atmosphere, they can appreciate the captivating allure of this geological wonder, creating a memorable and enriching experience that elevates any road trip adventure.

Cathedral Gorge State Park, Utah
Photo by John Fowler on Unsplash
A view of Cathredral Gorge State Park, Utah
Pine Tree Inn & Bakery
9.1 / 10
Amenities
Complimentary Breakfast, Patio, Wi-Fi, Parking
Price
$

Las Vegas Strip

Las Vegas Strip sign in Las Vegas, Nevada.
Photo by Quintin Gellar on Pexels.
Las Vegas Strip sign in Las Vegas, Nevada.

The Las Vegas Strip, a dazzling and exhilarating attraction in Nevada, can make for a wonderful day trip out of Las Vegas. This iconic stretch of road, lined with world-famous casinos, luxury hotels, and spectacular shows, invites visitors to indulge in the excitement and glamour that define Sin City. As travelers stroll along the bustling boulevard, they can marvel at the impressive architecture and dazzling lights, creating a sensory feast that adds a touch of glitz and extravagance to any road trip adventure, leaving them with indelible memories of this electrifying destination.

The Mirage Hotel Las Vegas
Photo from Shutterstock
The Mirage Hotel in Las Vegas
Mirage Hotel & Casino
8 / 10
Hotel Chain

Hard Rock International

Amenities
Outdoor pool, Spa and wellness center, Fitness center, Restaurant
Price
$$