If you’re from the Midwest, you already know how amazing the cities, towns, adventures, and people who call this region home are. If you’re considering visiting the Midwest, we can’t wait to share it with you – it’s a region that offers an inviting mix of bustling metropolitan areas and quaint small towns, all brimming with character. The best Midwest cities offer a dynamic range of experiences, from vibrant arts scenes and trendy neighborhoods to exceptional dining and world-class museums – and just about everything in between!
Whether you’re exploring iconic downtowns, discovering unique historic attractions, or unraveling the stunning beauty of the Midwest’s top State Parks, you’ll find that the best Midwest cities exude an approachable and exciting energy. Add friendly locals and a sense of authenticity, and you’ve got a region that feels refreshingly genuine compared to many modern travel destinations. Get outside the cities into the smaller urban areas and charming small towns, and you’ll find even more activities and adventures.
From hiking along scenic river trails and relaxing by sparkling lakes to diving into a rich agricultural heritage through farm-to-table experiences, there’s much to unwrap in the Midwest this year! Time your visit well, and you’ll likely stumble across lively festivals, boutique shopping districts, or quaint coffee shops where you’ll lose track of time. And no Midwest adventure is complete without indulging in its diverse culinary offerings, which range from hearty comfort food to inventive dishes at top-rated restaurants.
Elevate your stay and craft the most unforgettable lodging at one of the top-rated places to stay in the Midwest. The Midwest Association of Independent Inns is a curated group of lodging properties across the Midwest, including traditional Bed and Breakfasts, historic Inns, boutique hotels, cottages, cabins, vacation rentals, and more. With the perfect blend of comfort, hospitality, and character, these properties represent some of the best places to stay in the Midwest.
Our associated properties offer experiences you simply won’t find in chain hotels; a personal touch, cozy rooms with thoughtful details, gourmet breakfasts, and hosts eager to share insider tips about the area. Connect to the spirit as you get ready for your upcoming Midwest adventures this year. Book a room at one of our exceptional licensed, inspected, and insured properties today!
The Best Midwest Cities to Visit by State
This year, why not plan a journey of contrasts into your vacations? That’s exactly what you’ll find as you explore the best Midwest cities. Throughout your travels this year, consider diving into the heart of the Midwest region – particularly states like Wisconsin, Minnesota, Iowa, Illinois, and Nebraska – to experience its rich cultural heritage, warm hospitality, and countless attractions. The best Midwest cities offer everything from world-class museums and vibrant nightlife to picturesque parks and unforgettable dining. Pairing city exploration with visits to quaint small towns creates a dynamic and rewarding travel experience that showcases the Midwest’s unique character.
Travel trends in 2025 are leaning more toward authenticity, which is something you’ll find in spades as you visit these incredible Midwest cities. We’ve broken down the region by state in hopes of helping you plan the most unforgettable adventures for this year and beyond.
The Best Cities in Wisconsin
Head to Wisconsin this year, and you’ll find some of the best Midwest cities, all of which showcase the state’s stunning natural beauty and rich heritage. The experiences represented here are diverse, and the hospitality is always authentic and welcoming.
- Milwaukee is one of the most obvious cities to mention as worth visiting in Wisconsin. It’s the state’s largest city, blending urban sophistication with a love for beer and festivals. Don’t miss the Milwaukee Art Museum and the Historic Third Ward, and savor plenty of delicious bites at Milwaukee restaurants, markets, and more.
- In the center of the state, you’ll find another of our favorite cities in the Midwest: Madison. Madison, a college town with a progressive edge, boasts lakeside activities, one of the best Farmer’s Markets in the Midwest, and a standout restaurant scene that rivals big cities everywhere. The city’s bike-friendly vibe and state capitol views are a must, as are its many museums, boutiques, breweries, and other attractions.
- If you want to feel like you’ve gotten away from it all, one of the best Midwest cities to visit in Wisconsin this year is Sturgeon Bay. A gateway to Door County, Sturgeon Bay invites travelers to explore its charming shops, waterfront views, and iconic lighthouses, not to mention the broader outdoor adventures both on land and water in Door County.
- Nestled along the Mississippi River, La Crosse is perfect for outdoor adventures. Home to dramatic views at the top of Granddad Bluff, La Crosse has an incredible array of parks and natural areas on the river that are perfect for hiking, biking, birdwatching, and more. Don’t forget about downtown La Cross, home to great breweries, wineries, boutiques, and so much more.
- Head up north and discover some of the more rugged parts of Wisconsin – a region known for its pristine beauty and fabulous outdoor adventures. A central hub for outdoor enthusiasts is the town of Wausau. This hidden gem of Wisconsin is home to the Granite Peak Ski Area and some of the best skiing in the Midwest and is perfect for skiing, hiking, biking, boating, and more. It’s also a vibrant cultural destination with fabulous art museums like the Leigh Yawkey Woodson Art Museum.
- Bayfield is one of the most prized small towns in Wisconsin. Bayfield is best known as the gateway to the Apostle Islands, but there are far more things to do in Bayfield than just visiting the Apostle Islands. It’s also an excellent destination for kayaking, hiking, shopping, and more. In the summer, don’t miss the Big Top Chautauqua!
- With its charming downtown brimming with unique boutiques, historic buildings, and art galleries, Cedarburg is another of the top Wisconsin cities to visit this year. Don’t miss all the best things to do in Cedarburg, including wine tasting at the Cedar Creek Settlement and the annual festivals that bring the community to life.
- Spring Green, WI, is a Midwest gem known for Frank Lloyd Wright’s iconic Taliesin estate and the unique outdoor performances at the American Players Theatre. Its mix of architectural brilliance, natural beauty, and vibrant arts scene makes it a must-visit destination.
The Best Cities and Towns in Minnesota
These Midwest cities highlight Minnesota’s rich blend of cultural attractions, outdoor beauty, and small-town charm, making it a top choice for a Midwest getaway.
- One of the best Midwest cities to visit in the coming year is the thriving urban metropolis of Minneapolis, a dynamic urban hub known for its art, music, and innovative food scene. Explore the Minneapolis Sculpture Garden, catch a show at the Guthrie Theater, visit the Walker Art Center, or enjoy the chain of lakes within city limits. Its thriving food scene and vibrant neighborhoods make it the perfect city to explore any time of year.
- Not to be outdone is St. Paul, Minneapolis’ twin city! Minnesota’s capital offers a mix of historic charm and modern attractions, from the stunning Cathedral of St. Paul to family-friendly spots like the Science Museum of Minnesota. Don’t miss your chance to dine at the top St. Paul restaurants, either – the city is home to some of the most treasured spots in the country.
- Located on the shores of Lake Superior, Duluth is a gateway to unforgettable outdoor adventures. Take in the sight of boats coming and going under the iconic Aerial Lift Bridge, hike along the North Shore, explore the many restaurants and breweries in Canal Park, and head into some of the best state parks in the Midwest, including Split Rock Lighthouse State Park.
- Though it’s home to the iconic Red Wing Shoes Museum, you’ll find so many more amazing things to do in Red Wing, MN this year. Take in the stunning views from Barn Bluff, explore the historic, charming downtown shops nestled along the Mighty Mississippi River, attend popular music festivals like The Big Turn, and enjoy an afternoon wine tasting in the countryside. The town offers a perfect mix of culture, history, and outdoor adventure.
- Stillwater, a picturesque town along the St. Croix River, is perfect for antique shopping, river cruises, and dining with a view. It’s one of the most sought-after romantic getaways in Minnesota. It offers the classic Midwest charm you’re looking for, with a welcome mix of restaurants, shops, outdoor activities, and adventures to enjoy during your getaways.
- Another fantastic city in northern Minnesota is Grand Marais, a small town with enormous appeal. Grand Marais is an artist’s haven and a base for exploring the exquisite Boundary Waters Canoe Area Wilderness. Don’t miss the local galleries and stunning lake views as you visit one of the best small towns in Minnesota.
- Mankato, MN, is a vibrant Midwest city offering outdoor adventures at Minneopa State Park and a thriving arts scene at venues like the Carnegie Art Center. Its scenic riverfront and lively downtown make it a dynamic destination for your upcoming couple’s getaways in the Midwest.
- Another of the best Midwest cities to visit this year, particularly if you’re looking for a slice of authenticity, is Lanesboro. A gem in scenic southeastern Minnesota, this small town is known for the scenic Root River State Trail and its thriving arts scene at the Commonweal Theatre. Its mix of outdoor recreation, charming shops, and unique dining make it a memorable destination.
The Best Cities in Iowa
If you’re looking for Midwest cities that showcase Iowa’s cultural depth, outdoor beauty, and welcoming vibe, you’re in the right spot! Iowa is the perfect spot for a memorable and authentic Midwest getaway.
- Don’t miss a visit to Iowa’s state capital, Des Moines – the fastest-growing city in the Midwest! It’s a charming and beautiful city that offers a perfect blend of culture and fun. With highlights like the vibrant Downtown Farmers’ Market and the stunning Pappajohn Sculpture Park, not to mention its lively and dynamic food scene, you’ll find plenty of things to do in Des Moines.
- Iowa City, Iowa, home to the renowned Iowa Writers’ Workshop and a vibrant downtown filled with bookstores and eclectic eateries, is one of our favorite Midwest cities to put on your radar this year. As a UNESCO City of Literature, it thrives with bookshops, cozy cafes, literary landmarks, the Old Capitol Museum, and lively arts festivals. It’s a destination that celebrates creativity and history.
- Just across the Mississippi River from Galena, Dubuque is another of our favorite Midwest cities. It is located along the scenic Mississippi River and offers unique attractions like the National Mississippi River Museum and Aquarium. Its historic architecture, vibrant arts scene, and breathtaking views from the Fenelon Place Elevator make it a Midwest favorite.
- The charming town of Decorah is celebrated for its rich Norwegian heritage, which is showcased at the Vesterheim Museum. With unique shops, craft breweries, and a vibrant arts scene, it offers a perfect mix of culture and adventure.
- Another great spot to showcase Iowa’s rich and diverse heritage is the charming small town of Pella. With its iconic windmill, colorful tulip gardens, and the Pella Historical Village, Pella brings a touch of Dutch charm to the Midwest. From the annual Tulip Time Festival to its unique shops and bakeries, this town is a vibrant and memorable destination.
- If you want to spend time on the beautiful Mississippi River, don’t miss Le Claire, a quaint river town with unique shopping and great restaurants. The town is famous for its stunning Mississippi River views and the American Pickers’ Antique Archaeology shop, and it is an excellent spot for scenic riverboat cruises and other adventures.
The Best Cities in Nebraska
Fly over country no more! There are so many fantastic things to do in Nebraska’s top cities, all of which offer a fantastic glimpse into the state’s unique history and culture.
- There’s something for everyone in Nebraska’s largest city! Omaha has plenty of must-visit attractions, like the world-renowned Henry Doorly Zoo and Aquarium and the historic Old Market district, filled with shops and restaurants. From vibrant arts at the Joslyn Art Museum to riverfront views at the Bob Kerrey Pedestrian Bridge, the city has something for everyone.
- Head to Nebraska’s top college town, and you’ll find the perfect mix of history and culture. With highlights like the stunning Sunken Gardens and the fascinating Museum of American Speed, Lincoln is one of the best Midwest cities to visit this year. Its lively Haymarket District, packed with unique shops, breweries, and restaurants, makes it a must-visit destination in the Midwest.
- The Nebraska city of Grand Island is famous for the annual sandhill crane migration at the Crane Trust Nature Center. With attractions like the Stuhr Museum of the Prairie Pioneer and a vibrant downtown scene, it’s a great place to learn more about Nebraska’s heritage.
- Kearney, NE, is best known for the impressive Archway Monument spanning Interstate 80. With its charming downtown, engaging museums like the Museum of Nebraska Art, and outdoor activities along the Platte River, it’s an excellent spot for some adventure in the coming year.
- History buffs won’t want to miss a visit to Scottsbluff, where you’ll find the Scotts Bluff National Monument. Here, you’ll learn fascinating stories from the Oregon Trail while enjoying the beauty of western Nebraska’s rugged landscape.
- Finally, don’t skip out on one of the best Midwest cities in Nebraska. Valentine is an outdoor enthusiast’s dream, with breathtaking views of the Niobrara River and popular activities like kayaking, tubing, and hiking to Smith Falls, Nebraska’s tallest waterfall. Known as the “Heart City,” it also offers charming local shops and access to the stunning Sandhills region for an unforgettable adventure.
The Best Cities in Illinois
Get out of Chicago and explore the best of Illinois with these charming towns and cities. These lesser-known Illinois gems represent some of the best Midwest cities to visit this year!
- Springfield, IL, is a must-visit Midwest city for history buffs. It offers iconic sites like the Abraham Lincoln Presidential Library and Museum and Lincoln’s Home National Historic Site. With its vibrant downtown, historic architecture, and Route 66 attractions, it’s a city where the past and present come alive.
- Outside Chicago, Galena is the most popular tourist destination in Illinois – and for good reason! There are so many fantastic things to do in Galena, IL. It’s a Midwest treasure, known for its beautifully preserved 19th-century architecture and charming Main Street filled with boutiques, galleries, and restaurants. From touring Ulysses S. Grant’s home to enjoying outdoor adventures like hiking and hot air balloon rides, it’s a destination that perfectly showcases the best of the Midwest.
- Riverfront towns are everywhere in the Midwest, and Peoria, Illinois, is no different. The city’s vibrant riverfront features attractions like the Peoria Riverfront Museum and the picturesque Grandview Drive. From exploring the city’s thriving arts scene to catching a game at Dozer Park, it offers something for everyone.
- Champaign-Urbana is a vibrant college town known for its dynamic arts and music scene. Must-visit spots include the Krannert Center for the Performing Arts. The area also boasts a variety of unique restaurants, local breweries, and attractions like the scenic University of Illinois Arboretum.
- Nauvoo, IL, is a fascinating Midwest destination rich in history. Embrace attractions like the beautifully restored Nauvoo Temple and the Nauvoo National Historic Landmark with interactive pioneer-era experiences. Its charming riverfront location along the Mississippi and unique cultural events make it a perfect spot for history buffs and curious travelers alike.
- Finally, don’t miss the chance to explore Carbondale, Illinois. Its proximity to the stunning Shawnee National Forest offers endless opportunities for hiking, climbing, and other outdoor adventures. The area along the Shawnee Hills Wine Trail is also perfect for wine tasting. As a vibrant college town, Carbondale boasts lively restaurants, breweries, and cultural events, making it a dynamic Midwest destination.
The Best Places to Stay in the Midwest
We’ve done our best to represent the best Midwest cities to visit this year – but we’ve barely even scratched the surface of fantastic destinations worth your time and energy. The Midwest has so much to offer travelers, and it does it all with a slice of the most authentic hospitality you could ask for. If you’re looking for the best places to stay in the Midwest as you explore these cities, you’re in the right spot.
The Midwest Association of Independent Inns features the best small lodging properties across the Midwest. With a range of Bed and Breakfasts, Inns, Cabins, and Boutique hotels in states like Wisconsin, Minnesota, Iowa, Illinois, and Nebraska, our association offers a distinctive and enriching experience for travelers who enjoy authentic places to stay. Unlike traditional hotels, these establishments provide a personalized touch that reflects the unique character of their locales.
Guests can expect individually decorated rooms, homemade breakfasts, and hosts eager to share insider tips about the area, fostering a sense of connection and community. Staying at these small lodging properties immerses travelers in the local culture and history, offering an authenticity that large hotel chains often lack. Many of these inns are situated in historic buildings, each with its own story, providing an even more enriching backdrop to your stay.
Discover your unique slice of Midwestern hospitality this year as you adventure through the best Midwest cities. Book your stay with one (or more!) of our properties today!
