Home THE JOURNEY Road Trip Title: Epic Cross-Country Journey – Quirky Attractions and Must-Visit Stops

Title: Epic Cross-Country Journey – Quirky Attractions and Must-Visit Stops

A 2025 Guide to America’s Best Road Trip Pit Stops and Unique Experiences Coast-to-Coast Adventure: The Ultimate Road Trip Itinerary and Hidden Gems

If you’re reading this, chances are you’ve heard tales of how awesome road trips in the U.S. are. True to the stories, a cross-country road trip is the ultimate American adventure that promises a floodgate of eventful things at every turn. Whether you’re a seasoned traveler or a first-time road newbie, the thrill of the open road, the allure of unexplored destinations, and the promise of new experiences and memories are irresistible. Journeying from the bustling streets of the East Coast to the sun-kissed shores of the West Coast, discovering hidden gems, soaking in breathtaking landscapes, and indulging in local culinary delights along the way sounds like an opportunity unity rarely anyone would pass.

That’s why we’ve curated a list of destinations that cater to every traveler’s taste, from the iconic landmarks of New York City to the cultural tapestry of Santa Fe and from the natural wonders of Sedona to the vibrant nightlife of Las Vegas and the calm bliss of the shores of California.

But before you hit the road, note that preparation is key. Ensuring your vehicle is in top condition, planning your route meticulously, and packing all essentials are crucial to guarantee a smooth journey. So, buckle up and get ready for the road trip of a lifetime as we take you on a coast-to-coast tour of America’s best road trip pit stops and attractions.

Explore The Magic That Lies Within Urban Landscapes

Unleash Your Inner Explorer at the Big Apple

The largest metropolitan area on the East Coast, New York City, is a good place to kickstart your adventure. In addition to having a classic New York bagel or slice of pizza before hitting the road, here are some must-see landmarks and activities that should be on your NYC bucket list:

  • Times Square: Times Square is the epitome of New York’s vibrant and electric atmosphere. Known as “The Crossroads of the World,” this location is popular for its massive digital billboards, bright lights, and bustling crowds. Catch a world-class Broadway show in one of the historic theaters, enjoy shopping at flagship stores, and have meals at a variety of restaurants ranging from fast food to fine dining. You also don’t want to miss the lively street performances that make Times Square an undeniable hub of entertainment.
  • Statue of Liberty: A symbol of freedom and democracy, the Statue of Liberty stands tall on Liberty Island and is a must-visit for anyone going to New York. Take a ferry from Battery Park to Liberty Island and enjoy stunning views of the New York skyline. You can also visit the Liberty Museum to learn about the statue’s history and significance. And if you’re up for it, climb to the crown for a unique view of the city and the harbor.
  • Central Park: Central Park offers a plethora of activities from a picnic on the Great Lawn to a leisurely walk along the many pathways. There is also a lot of fun in renting a rowboat at the Loeb Boathouse and paddling around the picturesque lake or visiting iconic spots like Bethesda Terrace, the Central Park Zoo, and the Alice in Wonderland statue.

Dive into the Windy City’s Best Experiences

If you’re in or around Illinois, Chicago is also a good place to start your adventure, as there’s a lot of fun embedded in its towering skyline and rich cultural treasures. Here are a couple of good spots to look at:

  • Millennium Park: Millennium Park is a modern town square in the heart of Chicago and a hub for art, music, and architecture. This reflective sculpture, popularly called the Cloud Gate or “The Bean,” is a must-see. While public access to the sculpture might be limited until spring, see if you can take photos and enjoy the reflections of the city’s skyline. If you are a night person, you should consider attending a concert at the Jay Pritzker Pavilion, which is one of the most popular spots in Chicago for cultural performances. Go along with your blanket and enjoy some classical, opera music, and some jazz with the view of the skyline beautified by the stars.
  • Art Institute of Chicago: The Art Institute of Chicago is one of the oldest and largest art museums in the United States, known for its impressive collection and historic significance. Explore the rotating special exhibitions that showcase diverse art forms from around the world and check out works by iconic artists such as Georgia O’Keeffe’s “Sky above Clouds IV” and Jacob Lawrence’s “The Wedding.” Whatever you decide to do here, you will surely eave with a deepened appreciation of art.

Peek Into America’s Rich History and Indulge in Culinary Delights

Stroll Through Philadelphia’s Rich Past

Just an hour-plus drive from New York, Philadelphia is the perfect next stop if you’re looking to delve into America’s past and enjoy some iconic local cuisine while at it. Short-list these places if you’re out for a good time:

  • Liberty Bell and Independence Hall: Begin your Philadelphia adventure by exploring these two iconic landmarks. The Liberty Bell, with its famous crack, symbolizes American independence and freedom. Nearby, Independence Hall is where the Declaration of Independence and the U.S. Constitution were debated and adopted. Knowing these, you must see how these sites provide a profound connection to the nation’s founding moments.
  • Philadelphia Museum of Art: After your peek into the past, head to the Philadelphia Museum of Art, which is home to an extensive collection of art from around the world and is also famous for the “Rocky” steps. If you are a fan of the movie, this spot offers you a chance to recreate fictional boxer Rocky’s run up the steps and enjoy a panoramic view of the city. There is also a wide range of exhibits waiting for you inside, from Renaissance masterpieces to contemporary works.
  • Philly Cheesesteak: Your trip to Philadelphia can never be complete without trying an authentic Philly cheesesteak. Head to South Philly and choose between two popularly iconic spots: Pat’s King of Steaks or Geno’s Steaks. Both claim to be the original creators of the cheesesteak, offering variations of this delectable sandwich. Whether you prefer your cheesesteak “wit” or “witout” onions with Cheez Whiz, provolone, or American cheese, you’re in for a mouthwatering treat. And if you yearn for a luxurious touch to your meal, you can opt for Barclay Prime’s signature cheesesteak that comes with half a bottle of champagne for the price of $140. 

Savor Kansas City’s Bites and History Treats

Kansas City is the better destination if your journey starts from Chicago as it’s just a 7-hour, 32-minute drive, compared to the approximately 12 hours it would take to drive to Philadelphia from Chicago. While it is often underrated, the City of Fountains is a hidden gem for food enthusiasts, so if you’re open to a rich tapestry of flavors and experiences, you will sure have a good time as you explore the city in the following spots:

  • National World War I Museum and Memorial: You can start your adventure in this city with a visit to this famous museum. Here, you get a comprehensive look at the history and impact of World War I, with the immersive exhibits and an iconic Liberty Memorial Tower. Opening yourself up to the museum’s impressive collection and educational programs will leave you with a deep understanding of this pivotal period in history.
  • 18th & Vine District: After a historical deep dive, head over to the 18th & Vine District, a spot known as the heart of Kansas City’s jazz scene. Home to the American Jazz Museum, which celebrates the city’s rich musical heritage, you can enjoy live jazz performances here and explore exhibits dedicated to legendary musicians.
  • Barbecue Joints: Before you leave Kansas City, do not miss out on its world-famous barbecue, as the city boasts numerous barbecue joints that have become culinary landmarks. Stop by Arthur Bryant’s Barbecue restaurant, popular for its slow-cooked ribs and burnt ends, or Gates Bar-B-Q, where you can savor flavorful sauces with tender ribs and brisket. There is also SLAP’S BBQ, Jack Stack Barbecue, Woody Bar-B-Que, A Little BBQ Joint, and a host of options to choose from.

Unleash Your Inner Explorer with Outdoor Thrills

Hop On the City of Bridges

While you’re still in Pennsylvania, drive to Pittsburgh, a city characterized by its numerous rivers and bridges. This vibrant city offers a mix of cultural, historical, and natural attractions, some of which include:

  • Duquesne Incline: For stunning panoramic views of Pittsburgh’s skyline, take a ride on the historic Duquesne Incline. This funicular railway ascends Mount Washington, providing breathtaking vistas of the city and its three rivers. It’s also an excellent spot for photos.
  • Heinz Field: If you’re an NFL devotee, don’t miss a visit to this stadium, where you can enjoy the league with the most unique views. Major acts also use the venue for concerts.
  • Primanti Brothers: Before you leave the city, try to have a Primanti Brothers sandwich. You will find a quick meal of meat, coleslaw, and French fries stuffed between two slices of Italian bread to be a quick yet memorable culinary experience.

Dive Into Sedona’s Rugged Landscape

The drive from Kansas City or Pittsburgh to Arizona’s Sedona is a long one, but you will find it is worth it once you get a feel of the city’s mesmerizing red rock formations and mystical vortexes in the following activities:

  • Jeep Tour: To fully experience Sedona’s rugged landscape, embark on a jeep tour. These guided tours take you off the beaten path and take you through rocky terrains so that you see some of the most stunning and remote areas of the city. The thrill of such an off-road adventure is everything.
  • Chapel of the Holy Cross: Nestled among the red rocks, the Chapel of the Holy Cross is an architectural marvel that offers a serene and spiritual experience. Built into the red rock cliffs, the chapel provides awe-inspiring views of the surrounding landscape. It’s the perfect spot for reflection and photography.
  • Mariposa Latin Inspired Grill: After a day of exploration, dine with a view of the sunset over red rocks at this iconic grill place, where you will be offered a delectable menu featuring Latin-inspired cuisine.

Immerse Yourself in Cultural Delights and Hotspots

Uncover the Magic of Santa Fe

In a little over 6 hours, you can get to Santa Fe, a city in New Mexico where you can get lost in a rich blend of American, Spanish, and Mexican culture. Here are the places you can explore at this stage of your adventure:

  • Santa Fe Plaza: The historic heart of the city, this plaza is surrounded by landmarks like the Palace of the Governors, which is the oldest continuously occupied public building in the United States. This is a great place to pick up souvenirs, as you can find several vendors selling Native American crafts there. If your trip falls between June and August, you might be lucky to catch some live music as part of the Santa Fe Bandstand festival.
  • Georgia O’Keeffe Museum: If you are a lover of art, this museum is a must-visit. Dedicated to the works of Georgia O’Keeffe, one of the most significant American artists of the 20th century, the museum is home to over 3,000 pieces of her art, including her famous depictions of flowers, New York skyscrapers, and New Mexico landscapes. 
  • Canyon Road: This famous street is lined with art galleries, boutiques, and restaurants where you can find amazing food as you collect pieces that catch your eye. It’s an art lover’s paradise where you can stroll through galleries featuring contemporary and traditional art, sculptures, jewelry, and textiles.

Find Fun in the Charm of Funky Attractions

Explore The Rome of the West

As you continue to head west, your next stop is St. Louis, Missouri, a city known as the “Gateway to the West.” Must-visit spots here are:

  • Gateway Arch: Standing at 630 feet, the Gateway Arch is a must-see landmark, as it is an iconic symbol of westward expansion. You can treat yourself to breathtaking views of the city and the Mississippi River by taking a tram ride to the top.
  • Missouri Botanical Garden: This spot, founded in 1859, is perfect for an escape to tranquility. The lush oasis filled with stunning flora and beautifully landscaped gardens will open you up to a world you won’t want to leave behind. Highlights of the garden include the Climatron geodesic dome, the Japanese Garden, and the vibrant seasonal displays.
  • St. Louis Zoo: This is a good time on your trip to go checkout diverse wildlife. Without spending a dime, you can watch from a selection of over 18,000 animals in an engaging setting.
  • City Museum: While we have mentioned other museums in this article, the City Museum is unlike any other museum you’ve visited. Housed in a former shoe factory, it features a exotic array of exhibits made from repurposed architectural and industrial objects. Simply think of it as part playground, part art installation, and part museum.
  • St. Louis-style Barbecue: For the complete St. Louis experience, you should consider going for some local barbecue. Popular BBQ restaurants to try include Pappy’s Smokehouse, Bogart’s Smokehouse, and Sugarfire Smoke House.

Get Lost in the Glitz and Glam of Entertainment

Discover Las Vegas Fun

At this point in your trip, some glitz and glam type of fun is necessary, and what better place to have that than Las Vegas, where you can get an endless array of activities and shows to keep you on your feet? Here are some highlights to ensure you make the most of your time in this city:

  • The Las Vegas Strip: Walking along the Las Vegas Strip is an experience in itself. While you’re here, you want to make sure to check out the Fountains of Bellagio, where you can enjoy the harmonious wonder of the elegant water shows that occur every 30 minutes in the afternoons and early evenings and every 15 minutes from 8 p.m. to midnight. You can also check out the Mirage Volcano, where you get to enjoy watching fire and water erupt in a spectacular display.
  • Casinos: Las Vegas is home to countless casinos, each offering a unique atmosphere and gaming experience. Whether you’re a high roller or just looking to have some downtime after an exhausting trip leg, some top spots include Caesars Palace (a classic Las Vegas casino with a Roman theme), MGM Grand (known for its expansive gaming floor and entertainment options), and Wynn Las Vegas at The Strip (which offers a luxurious experience with high-end gaming and dining). FatFruit.net can come in as an alternative if you are aiming more towards going for that lazy combo of room service and staying in for the night.
  • Shows: Las Vegas has no shortage of options for world-class shows. Opting for Cirque du Soleil shows, including a live production of “O” at the Bellagio Hotel, will prove to be a wholesome couple of hours. And if you’re lucky, you can catch performances by your favorite artists who just might be having residencies in the city.
  • Dining: Las Vegas is a food lover’s paradise, offering everything from lavish buffets to gourmet dining experiences. If you want to lean toward buffets, the grand buffets at the Wynn or the Bellagio are great options due to their vast selection and high-quality dishes. You can also treat yourself to fine dining at restaurants like Joël Robuchon at MGM Grand or Gordon Ramsay Steak at Paris Las Vegas. If you have enough stomach for it, don’t miss out on trying In-N-Out Burger, a West Coast favorite, or head to the Secret Pizza at The Cosmopolitan for a hidden gem. Even if you’re on a diet, remember that what happens in Vegas stays in Vegas.

Unwind and Find Your Zen by the Coast 

Head to La-La Land

As your epic cross-country journey comes to an end, Los Angeles in California offers the perfect final destination, blending relaxation with a wide array of exciting activities. Here’s how to make the most of your time in LA:

  • Hollywood: Have a peek into the heart of the entertainment industry with a visit to Hollywood. Some must-see attractions here include the Hollywood Walk of Fame, where you can stroll along the famous sidewalk, spotting the stars of your favorite celebrities. You can build other activities around the TCL Chinese Theatre or a hike to get a look at the Hollywood Sign.
  • The Getty Center: Explore the extensive collections of European paintings, sculptures, and decorative arts for free. While you’re at it, take in the stunning modernist design of the museum as well as the panoramic vistas of Los Angeles, the Pacific Ocean, and the San Gabriel Mountains from the museum’s terraces. 
  • Venice Beach: Venice Beach is a quintessential LA destination, with its unique and wide-ranging atmosphere. Walk along the lively boardwalk, filled with street performers, artists, and vendors, or watch local skaters show off their skills in one of the most famous skate parks in the world. Then you can enjoy the beach by relaxing on the sandy shores or going for a swim.
  • Santa Monica: Just a short drive from Venice Beach, Santa Monica is another hot spot in Los Angeles. Here, you can check out the amusement park at the historic Santa Monica Pier or get on the bustling Third Street Promenade for shopping, dining, and street performances.
  • Malibu: For a more upscale coastal experience, head to Malibu, where you can visit popular beaches like Zuma Beach and El Matador Beach for stunning views and a more tranquil setting. After strolling along the pier and enjoying fresh seafood at the Malibu Farm Restaurant, you can then explore the nearby hiking trails in the Santa Monica Mountains for breathtaking views of the coastline.
  • Wellness and Relaxation: To truly unwind after your journey, consider a spa day at one of LA’s luxurious locations. You can also join a yoga class on the beach for a rejuvenating start to your day. And as you prepare to leave, a sunset cruise from Marina del Rey to enjoy the breathtaking views of the Pacific Ocean as the sun sets will do your soul a lot of good.

Stop Wishful Thinking and Start Planning!

As you dream about this exciting cross-country road trip, it’s time to start planning and bring that dream to life. Don’t get stuck in planning, too. Get on that memorable adventure ride, and make sure to stay off the freeways. While freeways hold their allure, the back roads are what hold the true secrets and treasures along the way.