11 Unique Things To Do Between New York And Chicago

Are you planning a trip between the bustling cities of New York and Chicago? Well, look no further! We've compiled a list of 11 unique and exciting things to do along the way. Whether you're a foodie looking to indulge in mouthwatering delicacies or an adventure enthusiast seeking out thrilling experiences, this list has something for everyone. So buckle up and get ready for an unforgettable journey filled with hidden gems and unforgettable memories on the road between New York and Chicago.

Visit Niagara Falls, New York

If you're planning a road trip from New York to Chicago, there are plenty of attractions and interesting places to visit along the way. One of the most famous and breathtaking destinations you should consider adding to your itinerary is Niagara Falls, located in the state of New York.

Niagara Falls is a collection of three waterfalls that straddle the border between the United States and Canada. This natural wonder attracts millions of visitors each year, and for good reason. The sheer volume and power of the falls is awe-inspiring and a sight to behold.

There are several ways to experience the beauty and grandeur of Niagara Falls. One of the most popular activities is to take a boat tour that allows you to get up close and personal with the falls. The Maid of the Mist is a renowned boat tour that takes you right to the base of the American Falls, providing an unforgettable experience.

For those who prefer to stay dry, there are also several observation points and platforms that offer stunning views of the falls. The Prospect Point Observation Tower and the Cave of the Winds are two notable attractions that allow visitors to get a closer look at the falls from different perspectives.

In addition to the falls themselves, there are also several other attractions and activities in the area. The Niagara Falls State Park is a great place to explore, with hiking trails, picnic areas, and beautiful gardens. The Niagara Gorge Discovery Center offers educational exhibits and information about the geology and history of the falls. And for those who enjoy a little bit of excitement, there are even zipline and helicopter tours available for a unique perspective of the falls.

After visiting Niagara Falls, you can continue your journey towards Chicago, where there are plenty of other exciting things to see and do. Whether you're interested in exploring big cities, national parks, or historical sites, there are endless possibilities for adventure along the way. So why not make your road trip from New York to Chicago even more memorable by including a visit to Niagara Falls? It's an experience you won't want to miss.

Explore the architectural wonders of Buffalo, New York

If you find yourself traveling between New York City and Chicago, you'll have the opportunity to explore some incredible cities along the way. One such city that should not be overlooked is Buffalo, New York. This city is home to a plethora of architectural wonders that are sure to impress even the most avid traveler.

Buffalo, often overshadowed by its more famous neighbor, Niagara Falls, is a hidden gem when it comes to architecture. The city is well-known for its contributions to the Arts and Crafts movement, as well as its collection of stunning Art Deco and neoclassical buildings.

One of Buffalo's most famous architectural treasures is the Richardson Olmsted Campus. Designed by renowned architect Henry Hobson Richardson, the campus is a National Historic Landmark. Originally a psychiatric hospital, the buildings on the campus feature a beautiful mix of Romanesque Revival and Second Empire architectural styles. While the campus is currently being repurposed as a hotel and conference center, visitors can still take guided tours to learn about the history and architecture of this unique site.

Another must-see architectural wonder in Buffalo is the Guaranty Building, also known as the Prudential Building. Designed by Louis Sullivan, one of America's most influential architects, this building is considered one of the first true skyscrapers in the world. Its distinctive terracotta exterior and intricate ornamentation make it a fascinating sight to behold.

If you're a fan of the Art Deco style, you won't want to miss the Buffalo City Hall. This majestic building towers over downtown Buffalo and features stunning Art Deco details both inside and out. Take a guided tour to learn about the history of the building and explore its unique architectural features, including intricate mosaics, grand staircases, and magnificent murals.

Buffalo is also home to several other architectural gems, including the Darwin D. Martin House Complex, designed by Frank Lloyd Wright. This sprawling complex showcases Wright's signature Prairie School style and is a must-visit for any architecture enthusiast.

In addition to these specific architectural wonders, Buffalo is filled with beautiful historic buildings and neighborhoods worth exploring. Take a stroll through the Allentown Historic District to admire its beautifully preserved Victorian homes, or explore the Elmwood Village, known for its charming streets lined with shops, restaurants, and stunning residential architecture.

Whether you're a dedicated architecture lover or simply appreciate beautiful design, Buffalo is a destination that should not be missed on your journey between New York City and Chicago. Take the time to explore the city's architectural wonders, and you'll be rewarded with a deeper understanding and appreciation for the artistry and history behind these impressive structures.

Discover the beauty of the Finger Lakes region in Central New York

Are you planning a road trip from New York to Chicago? If so, make sure to include a stop in the stunning Finger Lakes region in Central New York. Known for its natural beauty and plethora of outdoor activities, this area is a must-visit for nature enthusiasts and adventure seekers. From hiking to wine tasting, there are plenty of things to do in the Finger Lakes region to keep you entertained and amazed.

One of the top attractions in the Finger Lakes region is, of course, the lakes themselves. With eleven long, narrow lakes to choose from, there are countless opportunities for water-based activities such as swimming, boating, and fishing. Keuka Lake, in particular, is known for its picturesque vineyards and wineries. Take a leisurely boat ride or rent a kayak to explore the beauty of the lake while soaking in the breathtaking views.

If you prefer to stay on land, consider hiking one of the many scenic trails in the region. Watkins Glen State Park is a popular destination for nature lovers, with its winding trails that lead visitors through a series of stunning waterfalls and rock formations. For a more leisurely walking experience, explore the charming towns nestled along the lakes, such as Skaneateles or Seneca Falls, known for their quaint shops and beautiful architecture.

For those interested in history and culture, a visit to the Finger Lakes region wouldn't be complete without a stop at the Women's Rights National Historical Park in Seneca Falls. This national park commemorates the first women's rights convention held in 1848 and offers insight into the struggle for equality. Explore the exhibits and learn about the courageous women who fought for women's rights, leaving a lasting impact on society.

Of course, no visit to the Finger Lakes region would be complete without indulging in some wine tasting. The area is renowned for its vineyards and wineries, producing a wide variety of wines. Spend an afternoon sampling different wines and enjoying the beautiful vineyard landscapes. Many wineries also offer food pairings and stunning outdoor seating areas, making it the perfect way to relax and unwind.

Whether you're an outdoor enthusiast, a history buff, or a wine lover, the Finger Lakes region has something to offer everyone. With its natural beauty, abundance of outdoor activities, and rich history, it's an ideal stop on your road trip from New York to Chicago. So, be sure to include the Finger Lakes region in your itinerary and prepare to be captivated by its charm and beauty.

Take a scenic drive through the Allegheny National Forest in Pennsylvania

Are you planning a road trip from New York to Chicago? If so, you're in luck! There are plenty of exciting things to do and see along the way. One suggestion is to take a scenic drive through the Allegheny National Forest in Pennsylvania.

Located in the northwestern part of Pennsylvania, the Allegheny National Forest is a beautiful and picturesque area that offers a variety of outdoor activities and stunning views. As you drive through the forest, you'll be treated to breathtaking landscapes, lush greenery, and maybe even some wildlife.

One of the best ways to experience the Allegheny National Forest is by driving along the Kinzua Scenic Byway. This 29-mile route takes you through some of the most scenic areas of the forest, including the Kinzua Dam and Reservoir, Jakes Rocks Overlook, and Rimrock Overlook.

The Kinzua Dam and Reservoir is a sight to behold. This massive structure creates a stunning backdrop against the forested hillsides. You can stop by the visitor center to learn more about the dam and its importance to the region. If you're lucky, you might even catch a glimpse of bald eagles soaring overhead.

Another highlight of the drive is Jakes Rocks Overlook. From here, you can enjoy panoramic views of the Allegheny Reservoir and its surrounding mountains. It's the perfect spot for a picnic or a short hike to stretch your legs and take in the beauty of nature.

Rimrock Overlook is also worth a visit. This overlook offers breathtaking views of the Kinzua Creek Gorge and the rock formations that give the area its name. Be sure to bring your camera along as you'll want to capture the stunning scenery.

If you're interested in outdoor activities, the Allegheny National Forest has plenty to offer. You can go hiking, camping, fishing, or even take a scenic bike ride through the forest. The hiking trails range from easy walks to more challenging treks, so there's something for everyone.

In addition to outdoor activities, the Allegheny National Forest is home to several charming small towns where you can stop for a meal or explore local shops. Places like Warren and Bradford offer a taste of small-town America and are worth a visit.

As you continue your journey from New York to Chicago, taking a scenic drive through the Allegheny National Forest is a fantastic way to break up the drive and experience the natural beauty of Pennsylvania. Whether you're a nature lover, outdoor enthusiast, or just someone looking for a peaceful and scenic drive, this detour is sure to make your road trip even more memorable. So, pack your bags, hit the road, and get ready to have an unforgettable adventure through the Allegheny National Forest.

Explore the vibrant city of Cleveland, Ohio

If you're traveling from New York to Chicago or vice versa, why not make a stop in Cleveland, Ohio? This vibrant city offers a wide range of activities and attractions that are sure to enhance your journey. Whether you're interested in sports, history, culture, or simply enjoying good food and music, there's something for everyone in Cleveland. Here are some of the top things to do between New York and Chicago:

• Visit the Rock and Roll Hall of Fame: Located on the shores of Lake Erie, the Rock and Roll Hall of Fame is a must-visit for music lovers. Explore the museum's extensive collection of artifacts, including instruments, costumes, and memorabilia from legendary musicians. Don't forget to check out the interactive exhibits and catch a live performance if there's one scheduled during your visit.
• Catch a game at Progressive Field: If you're a sports fan, don't miss the opportunity to watch a baseball game at Progressive Field, home to the Cleveland Indians. The stadium offers a great atmosphere and fantastic views of the city skyline. Whether you're a die-hard baseball fan or just looking to experience the excitement of a live sporting event, a trip to Progressive Field is well worth it.
• Explore the Cleveland Museum of Art: The Cleveland Museum of Art is known for its exceptional collection of art from around the world. From ancient Egyptian artifacts to contemporary masterpieces, the museum has something to pique the interest of every art enthusiast. Make sure to check the museum's website for any special exhibitions or events happening during your visit.
• Indulge in Cleveland's culinary scene: Cleveland has a thriving food scene that has gained national recognition in recent years. From authentic ethnic cuisine to innovative farm-to-table restaurants, there are endless options for food lovers. Be sure to try some local favorites like the famous corned beef sandwich from Slyman's Deli or the pierogies at Sokolowski's University Inn.
• Enjoy live music at the House of Blues: If you're a fan of live music, make sure to catch a show at the House of Blues in Cleveland. This iconic venue hosts a variety of musical acts, ranging from blues and rock to country and hip-hop. Check their schedule to find out who might be performing during your visit.
• Take a stroll through the Cleveland Metroparks: If you need a break from the city's hustle and bustle, head to the Cleveland Metroparks. With over 23,000 acres of green space, these parks offer a tranquil escape within the city. Go for a hike, have a picnic, or simply relax by the lake and enjoy the beautiful scenery.

Cleveland, Ohio is a city that has something for everyone. With its diverse range of attractions, cultural experiences, and culinary delights, it's the perfect place to break up your journey between New York and Chicago. Whether you have a few hours or a few days, make sure to take the time to explore all that this vibrant city has to offer.

Visit the Rock and Roll Hall of Fame in Cleveland, Ohio

If you're planning a road trip from New York to Chicago, there are many exciting things to see and do along the way. One must-visit destination is the Rock and Roll Hall of Fame, located in the city of Cleveland, Ohio. Whether you're a music lover or just looking for a fun and unique experience, the Rock and Roll Hall of Fame should be on your itinerary.

The Rock and Roll Hall of Fame is a museum dedicated to preserving the history and celebrating the impact of rock and roll music. It features a vast collection of artifacts, exhibits, and interactive displays that showcase the evolution of rock and roll and its cultural significance. From iconic instruments and stage costumes to handwritten lyrics and rare recordings, the museum offers a wealth of fascinating memorabilia that will captivate music enthusiasts of all ages.

One of the highlights of the Rock and Roll Hall of Fame is the Hall of Fame Gallery, which honors the artists and bands that have made a lasting impact on the genre. Inductees include legends like Elvis Presley, The Beatles, Bob Dylan, and Jimi Hendrix, among many others. Walking through the gallery, visitors can learn about the careers and contributions of these artists through informative displays and multimedia presentations.

In addition to the permanent exhibits, the Rock and Roll Hall of Fame also hosts temporary exhibitions that explore specific themes or artists in-depth. These changing exhibits allow visitors to discover new aspects of rock and roll history and explore different genres and eras within the genre.

Beyond the exhibits, the Rock and Roll Hall of Fame offers a variety of events and programs that enhance the visitor experience. From live performances and film screenings to educational workshops and lectures, there's always something happening at the museum. Be sure to check the museum's calendar of events to see what's scheduled during your visit.

When you're done exploring the museum, take some time to explore the vibrant city of Cleveland. Home to a thriving arts and music scene, Cleveland offers a wide range of cultural attractions, restaurants, and entertainment options. Don't miss the chance to try some local cuisine, catch a live show, or explore the city's beautiful parks and waterfront.

Visiting the Rock and Roll Hall of Fame in Cleveland is a perfect stopover on your road trip from New York to Chicago. Immerse yourself in the history and energy of rock and roll, and discover why this genre has had such a profound impact on our culture. Whether you're a die-hard music fan or just looking for a fun and educational experience, the Rock and Roll Hall of Fame is sure to be a highlight of your journey.

Take a ride on the Cuyahoga Valley Scenic Railroad in Ohio

If you find yourself traveling between New York and Chicago, why not take a detour through the beautiful state of Ohio and enjoy a ride on the Cuyahoga Valley Scenic Railroad? This historic train route takes you through the scenic Cuyahoga Valley National Park, offering breathtaking views and a unique travel experience.

The Cuyahoga Valley Scenic Railroad is a heritage railway that operates in the Cuyahoga Valley National Park. It runs along the historic Ohio and Erie Canalway, which played a crucial role in the development of the region in the 19th century. Today, the railway offers visitors a chance to step back in time and enjoy a leisurely ride through some of Ohio's most picturesque landscapes.

The train departs from multiple stations along its route, so you can easily plan your visit based on your travel itinerary. Whether you start your journey in New York or Chicago, you can catch the train at stations located in cities such as Akron, Peninsula, and Independence. Trains typically run on weekends and select weekdays, so be sure to check the schedule before planning your trip.

As you board the vintage train cars, you'll be transported to a bygone era. The train features restored historic coaches, which provide a comfortable and nostalgic setting for your journey. Sit back and relax as the conductor takes you on a scenic tour through the beautiful Cuyahoga Valley National Park.

The Cuyahoga Valley Scenic Railroad offers a variety of excursion options to suit different interests and schedules. If you're looking for a short trip, you can opt for a one-way ride, which allows you to hop off at any of the stations along the route and explore the surrounding area. For a longer experience, consider taking a round trip, which takes you through the entire length of the railway.

During your journey, you'll be treated to stunning views of the Cuyahoga River, rolling hills, and lush forests. Keep an eye out for wildlife that calls the park home, such as deer, foxes, and various bird species. The railway also passes by some of the park's notable landmarks, including the Beaver Marsh, the Brecksville Reservation, and the Brandywine Falls.

If you're a history enthusiast, you'll appreciate the narrated commentary provided on board. Learn about the region's industrial past, the impact of the Ohio and Erie Canalway, and the importance of the Cuyahoga Valley National Park for preserving the area's natural beauty.

The Cuyahoga Valley Scenic Railroad is not only a means of transportation but also a destination in itself. The railway offers various special events throughout the year, including themed rides, wine tastings, and even murder mystery dinners. These events provide a unique and entertaining experience that's perfect for travelers looking to add some excitement to their journey.

So if you're traveling between New York and Chicago, don't miss the opportunity to take a ride on the Cuyahoga Valley Scenic Railroad in Ohio. Experience the beauty of the Cuyahoga Valley National Park, immerse yourself in history, and create memories that will last a lifetime.

Explore the Amish country in Holmes County, Ohio

If you are planning a road trip between New York and Chicago, be sure to make a stop in Holmes County, Ohio to explore the Amish country. This unique area is home to the largest Amish population in the world and offers a fascinating look into the Amish way of life.

Holmes County is located in northeastern Ohio and is known for its picturesque countryside, charming small towns, and horse-drawn buggies. The Amish, a traditionalist Christian group, have lived in the area for generations and have preserved their customs and way of life, making it a truly authentic experience for visitors.

One of the best ways to explore the Amish country is by taking a scenic drive through the countryside. As you drive along the winding roads, you will be greeted by the sight of beautifully manicured farms, rolling hills, and picturesque landscapes. It is truly a photographer's dream!

To get a closer look at the Amish way of life, consider visiting one of the many Amish-run businesses in the area. The Amish are known for their craftsmanship and attention to detail, and you can find a wide variety of handmade products such as furniture, quilts, baskets, and more. You can even watch artisans at work and learn about their traditional techniques.

While in Holmes County, don't miss the chance to try authentic Amish cuisine. Many local restaurants and bakeries serve traditional Amish dishes, including homemade bread, pies, and hearty comfort food. Take the opportunity to savor the flavors and experience the Amish culture through their food.

If you're interested in learning more about the Amish culture and history, consider visiting one of the local museums or historical sites. The Amish & Mennonite Heritage Center offers a wealth of information on the Amish way of life, their religious beliefs, and their history in the area. You can also take a guided tour of an Amish farm or visit an Amish schoolhouse to gain a deeper understanding of their everyday life.

For outdoor enthusiasts, Holmes County also offers plenty of recreational activities. The area is home to several state parks and nature preserves, where you can enjoy hiking, biking, fishing, and camping. Take a break from the hustle and bustle of the road trip and immerse yourself in the peaceful natural beauty of Holmes County.

No visit to Amish country would be complete without experiencing an Amish horse and buggy ride. This is a unique way to travel back in time and see the countryside from a different perspective. Enjoy the slower pace and simple pleasures of life as you take a leisurely ride through the scenic roads.

Whether you're interested in the Amish culture, scenic beauty, or outdoor activities, Holmes County has something for everyone. Make sure to include a stop in this charming area between New York and Chicago, and you'll discover a world that feels a million miles away from the busy city life.

Visit the Toledo Museum of Art in Toledo, Ohio

When traveling between New York and Chicago, there are many exciting attractions and points of interest to explore along the way. One such stop is the Toledo Museum of Art, located in Toledo, Ohio. This world-renowned museum is a must-visit for art enthusiasts, history buffs, and anyone looking to enrich their cultural experience.

The Toledo Museum of Art boasts an impressive collection of over 30,000 works of art, spanning across a wide variety of time periods and artistic styles. Visitors to the museum can wander through its spacious galleries and marvel at masterpieces from renowned artists such as Van Gogh, Monet, and Picasso. The museum also houses a diverse collection of American art, glass art, decorative art, and ancient art from around the world.

One of the highlights of the Toledo Museum of Art is its Glass Pavilion, which showcases a stunning collection of contemporary glass art. This striking building, designed by renowned architect Frank Gehry, features floor-to-ceiling glass walls that flood the space with natural light. Visitors can watch live glassblowing demonstrations, explore the glass art galleries, and even try their hand at creating their own glass art in the glass art studio.

In addition to its extensive collection, the Toledo Museum of Art also offers a range of educational programs and events. From lectures and workshops to guided tours and family-friendly activities, there is something for everyone to enjoy. The museum is dedicated to providing a welcoming and inclusive environment, making art accessible to all.

When planning your visit to the Toledo Museum of Art, be sure to check their website for current exhibitions and special events. They often host traveling exhibitions and collaborate with other museums and institutions, ensuring that there is always something new and exciting to see. The museum also has a café and a museum store where visitors can grab a bite to eat or pick up a unique souvenir.

The Toledo Museum of Art is conveniently located off Interstate 80/90, making it easily accessible for travelers passing through Ohio. Whether you're a seasoned art connoisseur or just looking for a captivating cultural experience, a visit to the Toledo Museum of Art is sure to be a highlight of your journey between New York and Chicago. Immerse yourself in the world of art and discover the beauty and creativity that lies within this remarkable institution.

Explore the stunning sand dunes of Indiana Dunes National Park in Indiana

If you find yourself traveling between New York and Chicago, make sure to take some time to explore the stunning sand dunes of Indiana Dunes National Park in Indiana. This hidden gem offers a unique and beautiful landscape that is definitely worth a visit.

Indiana Dunes National Park is located along the southern shore of Lake Michigan and offers over 15,000 acres of natural beauty. The park is home to towering sand dunes, diverse ecosystems, and miles of pristine beaches. Whether you're a nature enthusiast, an adventure seeker, or simply looking for a peaceful escape, this park has something for everyone.

One of the highlights of visiting Indiana Dunes National Park is experiencing the sand dunes themselves. The park boasts some of the largest and most impressive sand dunes in the country. You can hike to the top of these dunes and be rewarded with breathtaking views of Lake Michigan and the surrounding landscape. If you're feeling adventurous, you can even try your hand at sandboarding or sledding down the dunes for an adrenaline-pumping experience.

In addition to the sand dunes, the park also offers a variety of other outdoor activities. You can explore the numerous hiking trails that wind through the park, offering opportunities to spot wildlife and discover hidden pockets of natural beauty. The park is also a popular spot for bird watching, with over 350 species of birds recorded in the area. If you're interested in learning more about the park's natural and cultural history, be sure to visit the park's visitor center, where you can find exhibits and educational programs.

Of course, no visit to Indiana Dunes National Park would be complete without taking some time to relax on the beach. The park offers 15 miles of sandy shoreline, perfect for swimming, sunbathing, or playing beach games. You can also enjoy picnicking, boating, or fishing on the lake. The park has several designated picnic areas and boat launches for visitors to make the most of their beach experience.

If you're looking to extend your stay, the surrounding area also offers plenty of attractions and amenities. The nearby town of Chesterton is home to charming boutiques, art galleries, and restaurants, where you can grab a bite to eat or pick up some unique souvenirs. The neighboring Indiana Dunes State Park is also worth a visit, with additional hiking trails, camping options, and a nature center.

Visiting Indiana Dunes National Park is a great way to break up the long journey between New York and Chicago. Whether you're looking for outdoor adventure, natural beauty, or simply a place to relax and unwind, this park has it all. So, make sure to plan a stop at Indiana Dunes National Park and discover the stunning sand dunes that await you.

Take a scenic drive along the Lake Michigan shoreline in Michigan

Have you ever thought about taking a road trip between New York and Chicago? This journey can be an incredible adventure filled with beautiful landscapes, historic towns, and exciting cities to explore. One of the best routes to take is along the Lake Michigan shoreline in Michigan, offering stunning views and plenty of attractions to visit along the way.

Starting from New York, you can head west on Interstate 80 and make your way through Pennsylvania and Ohio until you reach Michigan. Once you cross the border into Michigan, you'll be in for a treat as you drive along the beautiful Lake Michigan shoreline.

As you make your way through the state, be sure to stop in the charming town of Holland. Known for its Dutch heritage, Holland offers a glimpse into the past with its picturesque windmills, tulip fields, and traditional architecture. Take a stroll through the Nelis' Dutch Village, an authentic Dutch village replica where you can learn about the rich history and culture of the Netherlands.

Continuing your journey, you'll come across the stunning Sleeping Bear Dunes National Lakeshore. This is a must-visit destination for nature lovers and outdoor enthusiasts. The park features towering sand dunes, pristine beaches, and lush forests, offering endless opportunities for hiking, swimming, and photography. Don't forget your camera as you'll want to capture the breathtaking beauty of this unique area.

Further along the Lake Michigan shoreline, you'll reach Traverse City. This lively city is known for its vibrant downtown filled with shops, restaurants, and galleries. Make sure to try some of the local wineries and breweries that the region is famous for. If you visit during the summer, don't miss the National Cherry Festival, where you can savor delicious cherry-inspired treats and enjoy live entertainment.

As you continue your drive, you'll come across the quaint coastal town of Petoskey. Famous for its unique Petoskey stones, which are fossilized coral, this charming town offers beautiful beaches, boutique shops, and waterfront dining. Take a leisurely walk along the Petoskey Breakwall, a picturesque pier that offers stunning views of Lake Michigan.

Finally, as you approach Chicago, consider a visit to the Indiana Dunes National Park. This park boasts towering sand dunes, hiking trails, and beautiful scenery. Whether you want to relax on the beach or explore the diverse ecosystems, the Indiana Dunes National Park is a great way to end your road trip.

Taking a scenic drive along the Lake Michigan shoreline in Michigan between New York and Chicago is a fantastic way to experience the beauty and charm of the Midwest. From picturesque towns to breathtaking natural landscapes, this road trip has something for everyone. So, pack your bags, hit the road, and get ready for an unforgettable journey between these two iconic cities.

Frequently asked questions